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Hangzhou Dingyan Chem Co., Ltd

Items Standard Result Appearance Colorless, transparent liquid Complies Density(20℃),g/cm3 0.781-0.784

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Product Description Product name Acetonitrile CAS 75-05-8 Assay 99% Appearance Colorless liquid

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Hebei yanxi chemical co.,LTD.

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EAST CHEMSOURCES LIMITED

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Synthetic route

: 75-07-0
acetaldehyde

acetonitrile: acetonitrile

Conditions

Conditions	Yield
With N-(4-sulphonic acid)butylpyridinium hydrogen sulphate; C9H13NO3S2H3NOH(1+)*HO4S(1-) In para-xylene at 120℃; under 760.051 Torr; for 2h; Catalytic behavior; Temperature; Time; Green chemistry;	100%
With PhNHCO2NH2*TsOH In toluene for 0.5h; Condensation; elimination; Heating;	87%
With K2Co4[WZn3(H2O)2][ZnW9O34]2*53H2O; ammonia; dihydrogen peroxide In water at 20℃; for 6h;	100 %Spectr.

: 10442-39-4
tetra-n-butylammonium cyanide

: 333-27-7
methyl trifluoromethanesulfonate

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In chloroform-d1; dichloromethane at 20℃; for 0.0833333h; Product distribution; Further Variations:; Reaction partners;	100%

: NiOs3H3(1+)*C5H5(1-)*8CO*CH3CN=(C5H5)NiOs3H3(CO)8(CH3CN)

: 201230-82-2
carbon monoxide

A: NiOs3H3(1+)*C5H5(1-)*9CO=(C5H5)NiOs3H3(CO)9

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In hexane The complex is refluxed in hexane for 3 min. A slow current of CO is passed through the soln.; The reaction soln. was filtered and concd. to small vol. under reduced pressure then subjected to preparative thin layer chromy. (silica gel; light petroleum/diethyl ether).;	A 100% B n/a

...Expand

: NiOs3H3(1+)*C5H5(1-)*8CO*CH3CN=(C5H5)NiOs3H3(CO)8(CH3CN)

: 603-35-0
triphenylphosphine

A: NiOs3H3(1+)*C5H5(1-)*8CO*P(C6H5)3=(C5H5)NiOs3H3(CO)8(P(C6H5)3)

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In hexane The complex and a slight excess of Pp is refluxed in hexane (N2) for 3 min.; The reaction soln. was filtered and concd. to small vol. under reduced pressure then subjected to preparative thin layer chromy. (silica gel; light petroleum/diethyl ether).;	A 100% B n/a

...Expand

: 64-17-5
ethanol

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With air; silico-aluminophosphate; ammonia; water at 350℃; Product distribution; Mechanism; other reagents, var. temperature;	99%
With ammonia; hydrogen at 279.84℃; Reagent/catalyst; Temperature; Flow reactor;	96%
With ammonia; oxygen at 350 - 370℃; Catalytic behavior; Temperature; Reagent/catalyst; Gas phase;	74%

: 60-35-5
acetamide

: 18306-29-1
bis(trimethylsilyl)sulphate

A: 107-46-0
Hexamethyldisiloxane

B: N-(trimethylsilyl) acetimidate

C: 75-05-8
acetonitrile

D: acetamide sulfate

Conditions

Conditions	Yield
Dehydration; sulfation; silylation; Heating;	A 69% B 5% C 94% D 99%

...Expand

: 372-09-8
cyanoacetic acid

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
copper(I) oxide In N,N-dimethyl-formamide at 110 - 120℃; for 0.5h; Product distribution / selectivity;	98.3%
copper(I) oxide In dimethyl sulfoxide at 110 - 120℃; for 0.5h; Product distribution / selectivity;	95%
zinc at 110 - 120℃; for 3h; Product distribution / selectivity;	93.1%
iron(III) chloride In N,N-dimethyl-formamide at 110 - 120℃; for 0.5h; Product distribution / selectivity;	92.7%
Raney nickel In N,N-dimethyl-formamide at 110 - 120℃; for 3h; Product distribution / selectivity;	89.8%

: 80490-53-5
4-decyl-4-hydroxy-3-methylisoxazoline-5-one

A: 80490-57-9
2-ketododecanoic acid

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With 2,6-dichloro-benzonitrile In benzene for 0.5h; Heating;	A 98% B n/a

: 80490-54-6
4-dodecyl-4-hydroxy-3-methylisoxazoline-5-one

A: 25575-65-9
2-oxotetradecanoic acid

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With 2,6-dichloro-benzonitrile In benzene for 0.5h; Heating;	A 98% B n/a

: 15038-48-9, 17731-95-2
fac-[Mo(CO)3(acetonitrile)3]

: 2-{N,N-bis(2-diphenylphosphinoethyl)amino}-tetrahydro-2H-1,3,2-oxazaphosphorin-2-oxide

: ((+/-)-2-{N,N-bis(2-diphenylphosphinoethyl)amino}-tetrahydro-2H-1,3,2-oxazaphosphorin-2-oxide-P,P',N)-{tricarbonylmolybdenum(0)}*0.5THF

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In tetrahydrofuran exclusion of air and moisture; addn. of soln. of org. compd. in THF to soln. of Mo-compd. in THF with stirring, refluxing (8 h), cooling (room temp.); filtn., washing (pentane), drying (2 h, vac.); elem. anal.;	A 96.2% B n/a

...Expand

: 16800-47-8, 30958-95-3
fac-[W(CO)3(MeCN)3]

: 2-{N,N-bis(2-diphenylphosphinoethyl)amino}-tetrahydro-2H-1,3,2-oxazaphosphorin-2-oxide

: ((+/-)-2-{N,N-bis(2-diphenylphosphinoethyl)amino}-tetrahydro-2H-1,3,2-oxazaphosphorin-2-oxide-P,P',N)-{tricarbonyltungsten(0)}*0.5THF

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In tetrahydrofuran exclusion of air and moisture; addn. of soln. of org. compd. in THF to soln. of W-compd. in THF with stirring, refluxing (8 h), cooling (room temp.); filtn., washing (pentane), drying (2 h, vac.); elem. anal.;	A 96% B n/a

...Expand

: 60-35-5
acetamide

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With zeolite HZSM-5 In water at 350℃; Product distribution; var. zeolites; also at 400 deg C;	95%
With sulfur dioxide; oxygen at 65℃; for 0.666667h; Temperature;	95%
at 215℃; for 1h; Temperature;	83%

: 64-19-7
acetic acid

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With ammonium hydroxide at 500 - 600℃; for 3h;	95%
With ammonia; silica gel at 500℃;
With iron(III) oxide; ammonia at 425℃;

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 75-07-0
acetaldehyde

A: 3453-83-6
mesitylene sulfonic acid

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 16h; Product distribution;	A 95% B n/a

...Expand

: 4222-23-5
3-bromo-3-methyldiazirine

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With tetrabutylammoniun azide at -1.3℃; Rate constant;	95%

: 30043-13-1
2,4-bis(4-ethoxycarbonylphenyl)-2,4-dithioxo-1,3,2λ5,4λ5-dithiadiphosphetane

: 10416-58-7
N,N-bis(trimethylsilyl)acetamide

A: 138172-30-2
O,S-bis(trimethylsilyl)-4-ethoxyphenyldithiophosphonate

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
at 50℃; for 2.5h;	A 80.8% B 95%

...Expand

: 56-41-7
L-alanin

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With ammonium bromide In methanol; water Electrochemical reaction;	94%
With perchloric acid; N,N-Dichlorobenzenesulfonamide In methanol; water at 29.9℃; Rate constant; Kinetics; Thermodynamic data; other amino acids; var. temp. and conditions; ΔH(excit.), ΔS(excit.), ΔG(excit.), Ea; equilibrium constant;
With perchloric acid; N,N-Dichlorobenzenesulfonamide; sodium perchlorate In water; acetic acid at 39.9℃; Rate constant; Kinetics; Thermodynamic data; var. temp. and conditions; Ea, ΔH(excit.), ΔS(excit.), ΔG(excit.);

: 143-33-9
sodium cyanide

: 77-78-1
dimethyl sulfate

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With PEG400 for 5h; Heating;	94%

: 133672-21-6
carbonyl(acetonitrile)bis(1,2-bis(dimethylphosphino)ethane)manganese(I) tetraphenylborate

: 100-47-0
benzonitrile

: 133672-19-2
carbonyl(benzonitrile)bis(1,2-bis(dimethylphosphino)ethane)manganese(I) tetraphenylborate

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In benzonitrile at 70°C for 1.5 h; added diethyl ether; pptd.;	A n/a B 94%

...Expand

4-benzyl-4-hydroxy-3-methylisoxazoline-5-one: 4-benzyl-4-hydroxy-3-methylisoxazoline-5-one

A

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With 2,6-dichloro-benzonitrile In benzene for 1h; Heating;	A 92.7% B n/a

: 21797-13-7
tetrakis(acetonitrile)palladium(II) tetrafluoroborate

: 109-89-7
diethylamine

: 127469-78-7
trans-bis(N,N-diethylcarbamato)bis(diethylamine)palladium(II)

B: diethylammonium tetrafluoroborate

C: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With CO2 In toluene satn. of NHEt2 in toluene with CO2 at room temp. and atm. pressure, addn. of the Pd compd. and stirring for 8 h; concn. (vac.), filtn. under CO2, evapn. to dryness (vac.) and recrystn. from n-heptane; elem. anal.;	A 92% B n/a C n/a

...Expand

: (3aR*)-pentacarbonyl[thioacetimidic acid (3-ethoxy-4,5,6,7,-tetrahydro-3aH-inden-1-yl) ester-N]tungsten

A: (3aR*,7aS*)-pentacarbonyl(3-ethoxy-3a,4,5,6,7,7a-hexahydroindene-3-thione-S)tungsten

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In dichloromethane decomposition in dichloromethane soln. at 50°C for 5 h;	A 92% B n/a

: 10416-58-7
N,N-bis(trimethylsilyl)acetamide

A: 138172-29-9
O,S-bis(trimethylsilyl)-4-methoxyphenyldithiophosphonate

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
at 20℃; for 168h;	A 68.2% B 90.9%

...Expand

: NiOs3H3(1+)*C5H5(1-)*8CO*CH3CN=(C5H5)NiOs3H3(CO)8(CH3CN)

A: NiOs3H3(1+)*C5H5(1-)*9CO=(C5H5)NiOs3H3(CO)9

B: NiOs3H3(1+)*C5H5(1-)*8CO*C2(P(C6H5)2)2=(C5H5)NiOs3H3(CO)8(C2(P(C6H5)2)2)

C: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In hexane The complex and a slight excess of C2(PPh2)2 were refluxed in hexane (N2) for 3 min. Decompn. was observed.; The reaction soln. was filtered and concd. to small vol. under reduced pressure then subjected to preparative thin layer chromy. (silica gel; light petroleum/diethyl ether).;	A n/a B 90% C n/a

...Expand

: (3aR*)-pentacarbonyl[thioacetimidic acid (3-ethoxy-4,5,6,7,8-pentahydro-3aH-azulen-1-yl) ester-N]tungsten

A: (3aR*,8aS*)-pentacarbonyl(3-ethoxy-4,5,6,7,8,8a-hexahydro-3aH-azulene-1-thione-S)tungsten

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In dichloromethane decomposition in dichloromethane soln. at 50°C for 5 h;	A 90% B n/a

: [(η5-C5H2-1,2,4-Me3)2Hf(CN)](μ-O)[(η5-C5H2-1,2,4-Me3)2Hf(NCO)]

: 333-27-7
methyl trifluoromethanesulfonate

A: [(η5-C5H2-1,2,4-Me3)2Hf(OTf)](μ-O)[(η5-C5H2-1,2,4-Me3)2Hf(NCO)]

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In toluene at 23℃; for 18h;	A 90% B n/a

...Expand

: 104-46-1
anethole

A

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; ammonium bicarbonate In methanol; water at 36℃; for 12h; Sealed tube;	A 90% B n/a

: tetrakis(acetonitrile)copper(I)tetrafluoroborate

: bis(cyclopentadienyl)(phenylthiolato)2molybdenum

A {(C5H5)2Mo(μ-SPh)2Cu(PPh3)2}BF4: {(C5H5)2Mo(μ-SPh)2Cu(PPh3)2}BF4

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With P(C6H5)3 In acetone under N2, Cu-compd. in acetone and PPh3 stirred for 15 min at room temp., addn. to a soln. of Mo-compd. in acetone, stirred for 2 h; filtered, concd. in vac., addn. of ether, pptn. washed with benzene and ether, recrystn. (CH2Cl2/ether); elem. anal.;	A 88% B n/a

...Expand

: 87439-92-7
4,7-diaza-3,8-di(1-methylpropyl)deca-2,8-diene-1,10-dinitrile

A: 29782-33-0
3-cyanomethylene-2-ethyl-2-methyl-4-(1-methylpropylidene)cyclobutanecarbonitrile

B: 54956-98-8
2-(1-methylpropyl)-2-imidazoline

C: 75-05-8
acetonitrile

Conditions

Conditions	Yield
at 300℃;	A 0.45 g B 87% C 73%

...Expand

: 93-58-3
benzoic acid methyl ester

: 75-05-8
acetonitrile

: 614-16-4
Benzoylacetonitrile

Conditions

Conditions	Yield
Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: benzoic acid methyl ester In tetrahydrofuran; hexane at -78 - -45℃; for 3h;	100%
Stage #1: acetonitrile With sodium hydride In dimethyl sulfoxide at 20℃; for 0.333333h; Cooling with ice; Stage #2: benzoic acid methyl ester In dimethyl sulfoxide at 20℃; for 2h;	98%
Stage #1: acetonitrile With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 0.333333h; Cooling with ice; Stage #2: benzoic acid methyl ester In mineral oil for 2h;	98%

: 75-05-8
acetonitrile

: 75-65-0
tert-butyl alcohol

: 762-84-5
N-tert-butylacetamide

Conditions

Conditions	Yield
With Selectfluor; Diphenylphosphine oxide at 60℃; for 24h; Ritter Amidation;	100%
With 1-methyl-3-(4-sulfonylbutyl)-1H-imidazol-3-ium trifluoromethanesulfonate at 70℃; for 8h; Ritter reaction; Inert atmosphere; Ionic liquid;	95%
With HClO4-functionalized silica-coated magnetic nanoparticles [γ-Fe2O3@SiO2-HClO4] at 20℃; for 4h; Ritter reaction; Neat (no solvent);	94%

: 75-05-8
acetonitrile

: 461-98-3
4-amino-2,6-dimethylpyrimidine

Conditions

Conditions	Yield
With potassium tert-butylate; dihydrogen peroxide In water at 120℃; for 12h; Sealed tube;	100%
With magnesium at 120 - 130℃; for 14h;	93%
With sodium methylate at 150℃; for 14h;	90%

: 75-05-8
acetonitrile

: 118493-85-9, 117771-39-8, 1141922-26-0
acetamide oxime

Conditions

Conditions	Yield
With hydroxylamine monohydrate In ethanol at 90℃; for 3h; Sealed tube;	100%
With hydroxylamine hydrochloride; potassium carbonate In ethanol for 20h; Reflux;	82.4%
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water at 55℃; for 0.5h; Sonication;	81%

: 501-65-5
diphenyl acetylene

: 75-05-8
acetonitrile

: 14224-99-8
2-methyl-4,5-diphenyloxazole

Conditions

Conditions	Yield
Stage #1: acetonitrile With tetrabutylammonium tetrafluoroborate; water; iodine; acetic acid for 2.68333h; Electrolysis; Stage #2: diphenyl acetylene for 1.08333h; Reagent/catalyst; Electrolysis;	100%
With 1-Chloro-4-iodobenzene; bis(trifluoromethanesulfonyl)amide; 3-chloro-benzenecarboperoxoic acid at 20℃; for 24h; Inert atmosphere; regioselective reaction;	81%
With trifluorormethanesulfonic acid; benzenetellurinyl trifluoromethanesulfonate for 2h; Heating;	75%
With iodosylbenzene; bis(trifluoromethanesulfonyl)amide at 0 - 20℃; for 20h; Reagent/catalyst; Temperature; Time; Inert atmosphere;	73%
With iodosylbenzene; bis(trifluoromethanesulfonyl)amide at 20℃; for 20h; Reagent/catalyst; Temperature; regioselective reaction;	73%

: 700-58-3
2-Adamantanone

: 75-05-8
acetonitrile

: 38121-89-0
2-adamantaneylideneacetonitrile

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide for 10h; Reflux;	100%
With potassium hydroxide for 12h; Heating;	86%
With perhydrodibenzo-18-crown-6; potassium hydroxide Heating;	80%
With potassium hydroxide In dimethyl sulfoxide for 10h; Reflux;

: 19791-95-8, 19791-97-0, 16555-77-4
α-hydroxyhippuric acid

: 75-05-8
acetonitrile

: 128600-16-8
1-Benzamido-1-acetamidoacetic acid

Conditions

Conditions	Yield
With trichlorophosphate at 80℃; for 0.08h;	100%

: 75-05-8
acetonitrile

: 333-27-7
methyl trifluoromethanesulfonate

: 76893-86-2
N-methylacetonitrilium trifluoromethanesulphonate

Conditions

Conditions	Yield
for 18h; Ambient temperature;	100%
	94%
In dichloromethane at 70 - 80℃; for 0.166667h; Product distribution; other temperature, time; a series of nitriles investigated;	78%
In benzene for 0.333333h; Heating;	57%

: 75-05-8
acetonitrile

: 557-66-4
ethanamine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen In propan-1-ol; water at 60 - 70℃; under 375.038 Torr; for 18h; Flow reactor;	100%
Stage #1: acetonitrile With cobalt pivalate; 1,1,3,3-Tetramethyldisiloxane; tert-butylisonitrile at 80℃; for 24h; Stage #2: With hydrogenchloride In diethyl ether at 20℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Temperature; Time;	96%
With hydrogenchloride; lithium borohydride; chloro-trimethyl-silane In tetrahydrofuran for 24h; Ambient temperature;	75%
Stage #1: acetonitrile With ammonium hydroxide; hydrogen; cobalt(II) diacetate tetrahydrate; zinc trifluoromethanesulfonate; zinc In methanol at 120℃; under 30003 Torr; for 15h; Sealed tube; Autoclave; Stage #2: With hydrogenchloride In diethyl ether	48%
Stage #1: acetonitrile With [2,6-η6:η1-bis(2,4,6-trimethylphenyl)phenylthiolato]triethylphosphineruthenium(II)tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; diethylphenylsilane at 20℃; for 18h; Glovebox; Inert atmosphere; Stage #2: With hydrogenchloride In diethyl ether at 20℃; for 1h; Glovebox; Inert atmosphere;	34%

: 4187-87-5
1-Phenyl-2-propyn-1-ol

: 75-05-8
acetonitrile

: 123772-66-7
N-(α-phenylpropargyl)acetamide

Conditions

Conditions	Yield
With sulfuric acid; sodium sulfate at -25 - 20℃; for 48h; Inert atmosphere;	100%
With sulfuric acid; sodium sulfate at -20 - 20℃; for 48h; Inert atmosphere;	97%
With sulfuric acid; sodium sulfate at -20 - 20℃; for 48h; Substitution; Ritter reaction;	91%

: 1109-15-5
tris(pentafluorophenyl)borate

: 75-05-8
acetonitrile

: 212619-93-7
tris(perfluorophenyl)borane-acetonitrile adduct

Conditions

Conditions	Yield
Inert atmosphere; Sealed tube;	100%
In pentane Ar-atmosphere; pptn. Lewis base dropwise addn., stirring (room temp., 2 h); filtering, washing (pentane), drying (vac.); elem. anal.;	94%
In acetonitrile; pentane stirring at room temp. for 1 h; evapn., drying (vac., 1E-5 Torr, room temp.); elem. anal.;	89%
In pentane Schlenk techniques; MeCN added to suspn. of B(C6F5)3 (molar ratio 3.4:1) in pentane; stirred for 1 h; filtered; ppt. dried in vac.;	78%
With 2,6-dimethylpyridine In toluene N2 glove box; mixt. 2,6-lutidine, B(C6F5)3 and MeCN (1:1:1 mol) in toluene stirred for 20 min; evapd. (vac.); NMR;

: 104-94-9
4-methoxy-aniline

: 75-05-8
acetonitrile

A: 15144-80-6
N,N-diethyl-4-methoxyaniline

B: 104-48-3
4-methoxy-N-ethylaniline

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In water at 20℃; for 0.7h;	A n/a B 100%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 18h;

...Expand

: 108-44-1
1-amino-3-methylbenzene

: 75-05-8
acetonitrile

A: 102-27-2
N-ethyl-m-toulidine

B N,N-diethyl-m-toluidine: N,N-diethyl-m-toluidine

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In water at 20℃; for 0.8h;	A 100% B n/a

...Expand

: 24313-88-0
3,4,5-Trimethoxyaniline

: 75-05-8
acetonitrile

: 163629-15-0
N-ethyl-3,4,5-trimethoxyaniline

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 22h;	100%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 22h;	100%

: 106-95-6
allyl bromide

: 75-05-8
acetonitrile

: 872278-20-1
2,2-bis(2-propenyl)-4-pentenenitrile

Conditions

Conditions	Yield
Multistep reaction;	100%
Stage #1: acetonitrile With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.25h; Stage #2: allyl bromide In tetrahydrofuran at -78 - 20℃; Stage #3: allyl bromide Further stages;	81%
Stage #1: acetonitrile With lithium diisopropyl amide In tetrahydrofuran at -78℃; Stage #2: allyl bromide In tetrahydrofuran at 20℃;

: 50490-74-9
Chlor(dimesityl)silan

: 75-05-8
acetonitrile

: 88589-59-7
bis(2,4,6-trimethylphenyl)silanol

Conditions

Conditions	Yield
Stage #1: dimesitylchlorosilane; acetonitrile With n-butyllithium In tetrahydrofuran at -78 - 20℃; Stage #2: With water; hydroxide at 22℃; Further stages.;	100%

: 556-24-1
methyl 3-methylbutanoate

: 75-05-8
acetonitrile

: 64373-43-9
5-methyl-3-oxo-hexanenitrile

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 5.5h; Heating / reflux;	100%
With sodium hydride In tetrahydrofuran for 5.5h; Heating / reflux;	100%
With sodium hydride In tetrahydrofuran; mineral oil at 70℃; for 15h;	98%

: 3430-17-9
2-bromo-3-picoline

: 75-05-8
acetonitrile

: 38203-11-1
(3-methyl-pyridin-2-yl)-acetonitrile

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 2.08333h;	100%
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 4h;	91%

: 33309-88-5
palladium(0)bis(tricyclohexylphosphine)

: 75-05-8
acetonitrile

: N,N'-dimethylaniliniumtetrakis(pentafluorophenyl)borate

: trans-[(Cy3P)2Pd(H)(MeCN)][B(C6F5)4]

Conditions

Conditions	Yield
at 20℃; Product distribution / selectivity;	100%

...Expand

: 545401-38-5, 59840-38-9
bis(tricyclohexylphosphine)palladium diacetate

: lithium(etherate)2.5 tetrakis(pentafluorophenyl)borate

: 75-05-8
acetonitrile

: trans-[Pd(OAc)(P(Cy)3)2(MeCN)][B(C6F5)4]

Conditions

Conditions	Yield
for 3h;	100%

...Expand

: 164019-42-5
Pd(O2CPh)2(P(Cy)3)2

: lithium(etherate)2.5 tetrakis(pentafluorophenyl)borate

: 75-05-8
acetonitrile

: trans-(acetonitrile)(benzoato)bis(tricyclohexylphosphine)palladium(II) tetrakis(pentafluorophenyl)borate

Conditions

Conditions	Yield
In dichloromethane for 15h;	100%

...Expand

: 851368-19-9
Pd(O2C-t-Bu)2(P(Cy)3)2

: lithium(etherate)2.5 tetrakis(pentafluorophenyl)borate

: 75-05-8
acetonitrile

: trans-(acetonitrile)(trimethylacetato)bis(tricyclohexylphosphine)palladium(II) tetrakis(pentafluorophenyl)borate

Conditions

Conditions	Yield
In dichloromethane for 5h;	100%

...Expand

: 383-63-1
ethyl trifluoroacetate,

: 75-05-8
acetonitrile

: 110234-68-9
3-cyano-1,1,1-trifluoroacetone

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 70℃; for 15h; Reflux;	100%
Stage #1: acetonitrile With sodium hydride In 1,4-dioxane at 0 - 20℃; Stage #2: ethyl trifluoroacetate, In 1,4-dioxane at 20 - 100℃; for 5.5h;	74%
With sodium hydride In tetrahydrofuran Heating / reflux;

: 75-05-8
acetonitrile

methyl 9-[(tert-butyldimethylsilyl)oxy]-10-oxo-12(Z),15(Z)-octadecadienate: 359643-46-2
methyl 9-[(tert-butyldimethylsilyl)oxy]-10-oxo-12(Z),15(Z)-octadecadienate

: 359643-47-3
(12Z,15Z)-methyl 9-hydroxy-10-oxooctadeca-12,15-dienoate

Conditions

Conditions	Yield
With hydrogen fluoride	100%

Ac2 O: Ac2 O

: 75-05-8
acetonitrile

: 57-27-2
MORPHIN

: 3-acetylmorphine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In methanol; dichloromethane; water; toluene	100%

...Expand

: 5043-02-7
6-methoxy-2-naphthoic acid methyl ester

: 75-05-8
acetonitrile

: 92163-27-4
3-(6-methoxy-naphthalen-2-yl)-3-oxo-propionitrile

Conditions

Conditions	Yield
Stage #1: 6-methoxy-2-naphthoic acid methyl ester; acetonitrile With sodium hydride In toluene at 90℃; for 18h; Stage #2: With hydrogenchloride; water In toluene pH=3;	100%
Stage #1: 6-methoxy-2-naphthoic acid methyl ester With sodium hydride In toluene at 90℃; Stage #2: acetonitrile In toluene at 90℃; Stage #3: With hydrogenchloride In water pH=3;	100%
Stage #1: 6-methoxy-2-naphthoic acid methyl ester; acetonitrile With sodium hydride In toluene at 90℃; for 18h; Stage #2: With hydrogenchloride; water pH=3;	100%

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 75-05-8
acetonitrile

: 4640-69-1
ω-cyano-3,4-dimethoxyacetophenone

Conditions

Conditions	Yield
Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: methyl 3,4-dimethoxybenzoate In tetrahydrofuran; hexane at -78 - -45℃; Further stages.;	100%
With sodium hydride In tetrahydrofuran for 6h; Cooling with ice; Reflux;	96%

: 1076-38-6
4-hydroxy[1]benzopyran-2-one

: 1122-91-4
4-bromo-benzaldehyde

: 75-05-8
acetonitrile

: 1092452-47-5
N-[(4-bromophenyl)(4-hydroxy-2-oxo-2H-chromen-3-yl)methyl]acetamide

Conditions

Conditions	Yield
With chlorosulfonic acid at 20℃; for 1h;	100%
Stage #1: 4-hydroxy[1]benzopyran-2-one; 4-bromo-benzaldehyde; acetonitrile With phosphorus pentaoxide; Hexamethyldisiloxane at 20℃; for 3h; Stage #2: With water cooling; Further stages.;	90%

...Expand

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