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J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia
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ProName: beta-Cyclocitral CAS 432-25-7 I... CasNo: 432-25-7 Molecular Formula: 2,6,6-Trimethyl-1-Cyclohexenecarboxald... Appearance: As per COA Application: It is an important raw material and in... DeliveryTime: within 5days upon order PackA
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1-Cyclohexene-1-carboxaldehyde,2,6,6-trimethyl-Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express
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Conditions | Yield |
---|---|
Stage #1: (E)-β-ionone With ozone In methanol at -78℃; for 2.5h; Stage #2: With zinc In water; acetic acid | 93% |
Stage #1: (E)-β-ionone With oxygen; ozone In methanol at -30℃; for 6h; Stage #2: With acetic acid; zinc In methanol at -30 - 25℃; for 1.5h; Further stages.; | 65% |
(i) O3, MeOH, (ii) Zn, AcOH; Multistep reaction; |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
Stage #1: (E)-3-(2,6,6-Trimethyl-cyclohex-1-enyl)-acrylic acid methyl ester With ozone In methanol at -78℃; for 2.5h; Stage #2: With acetic acid; zinc In water | 93% |
(8,8-dimethyl-4-methylene)-1-oxaspiro<2.5>octane
A
α-cyclocitral
B
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 3h; Heating; | A 7% B 91% |
With toluene-4-sulfonic acid In benzene for 3h; Heating; Yield given. Yields of byproduct given; |
oxime 2,6,6-trimethylcyclohex-1-ene-1-carbaldehyde
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With manganese(IV) oxide In hexane for 0.25h; | 91% |
Conditions | Yield |
---|---|
With fluorosulfonyl fluoride; potassium carbonate; dimethyl sulfoxide at 20℃; for 12h; chemoselective reaction; | 90% |
With aluminum isopropoxide at 70 - 100℃; under 12 Torr; anschliessend Erhitzen mit 4-Methoxy-benzaldehyd unter 14 Torr auf 140-160grad; |
2,2,6-trimethyl-1-cyclohexenylcarbonitrile
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With diisobutylaluminium hydride In toluene; benzene at 0℃; for 2h; | 90% |
With diisobutylaluminium hydride In hexane; benzene for 2h; Ambient temperature; | 70% |
4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
Stage #1: 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one With ozone In methanol at 30 - 40℃; under 4500.45 Torr; Stage #2: In methanol Product distribution / selectivity; Steam distillation; | 80% |
β-carotene
A
2,2,6-trimethylcyclohexan-1-one
B
(E)-β-ionone
C
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With oxygen In ethyl acetate at 80℃; Catalytic behavior; | A n/a B 62% C n/a |
2,2-dimethyl-6-methylenecyclohexane-1-carbaldehyde
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 0 - 20℃; Inert atmosphere; | 60% |
5,5-dimethyl-1,4,5,6,7,8-hexahydro-2,3-benzodioxine
A
2,6,6-trimethylcyclohex-1-enecarbaldehyde
B
"iso"-β-cyclocitral
Conditions | Yield |
---|---|
With triphenylphosphine In cyclohexane for 1h; Heating; | A n/a B n/a C 15% |
ethanol
α-cyclocitral
sodium ethanolate
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
unter Kuehlung; |
Conditions | Yield |
---|---|
Reaktion ueber mehrere Stufen; | |
With aniline |
2-cyano-5,9-dimethyl-deca-2,4,8-trienoic acid
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
Reaktion ueber mehrere Stufen; |
Conditions | Yield |
---|---|
With potassium dichromate; sulfuric acid; benzene unter Kuehlung; |
(+/-)-α-cyclogeranic acid
A
α-cyclocitral
B
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
Ueberfuehrung in das Diphenylamidin, Reduktion mit Natrium und Alkohol, Behandeln mit verd. Mineralsaeuren; |
Conditions | Yield |
---|---|
Reaktion ueber mehrere Stufen; |
2,6,6-trimethyl-cyclohex-1-enecarboxylic acid
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
Reaktion ueber mehrere Stufen; | |
Ueberfuehrung in das Diphenylamidin, Reduktion mit Natrium und Alkohol und Behandeln mit Mineralsaeuren; |
(1R,6S)-2,2,6-trimethylcyclohexyl carbaldehyde
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With chloroform; bromine; calcium carbonate anschl. mit N,N-Diaethyl-anilin; |
hydroxy-(2,6,6-trimethyl-cyclohex-1-enyl)-acetic acid
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With lead(IV) acetate; acetic acid |
N-(3,7-dimethyl-octa-2,6-dienylidene)-aniline
A
α-cyclocitral
B
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With diethyl ether; sulfuric acid at -20 - -15℃; |
N-(3,7-dimethyl-octa-2,6-dienylidene)-aniline
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With sulfuric acid |
β-ionone
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With ozone In methanol; dichloromethane |
(8,8-dimethyl-4-methylene)-1-oxaspiro<2.5>octane
A
α-cyclocitral
B
2,6,6-trimethylcyclohex-1-enecarbaldehyde
C
2,2-dimethyl-6-methylenecyclohexane-1-carbaldehyde
Conditions | Yield |
---|---|
With titanium tetrachloride In diethyl ether for 2h; Product distribution; Ambient temperature; various Lewis acids investigated; |
beta-carotene
A
2,6,6-trimethylcyclohex-1-enecarbaldehyde
C
5,6-epoxy-5,6-dihydro-β,β-carotene
D
β,β-carotene diepoxide
Conditions | Yield |
---|---|
With oxygen In benzene at 30℃; for 24h; Yield given. Further byproducts given. Yields of byproduct given; |
α-cyclocitral
A
(+/-)-α-cyclogeranic acid
B
2,6,6-trimethylcyclohex-1-enecarbaldehyde
C
2,6,6-trimethyl-cyclohex-1-enecarboxylic acid
Conditions | Yield |
---|---|
With Rexyn 201 (OH form) In methanol Yield given. Yields of byproduct given; |
α-cyclocitral
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With potassium hydroxide In methanol for 0.666667h; Ambient temperature; | 4 g |
With potassium hydroxide In methanol at 20℃; |
all-trans-retinoic-acid
A
(+/-)-dihydroactinidiolide
B
(E)-β-ionone
C
2,6,6-trimethylcyclohex-1-enecarbaldehyde
D
2E,4E-2-methyl-6-oxo-2,4-heptadienal
E
4-ethoxyretinoic acid
trans-5,8-epoxy-5,8-dihydroretinoic acid
Conditions | Yield |
---|---|
With oxygen In ethanol; water at 85.5℃; under 760 Torr; for 8h; Product distribution; Kinetics; Thermodynamic data; ΔE(excit.); different ratios of O2, solvent, reaction times and temperatures; |
4,8,8-trimethyl-1-oxaspiro[2.5]oct-4-ene
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
Yield given. Multistep reaction; | |
Multi-step reaction with 2 steps 1: 80 percent / MgBr2 / diethyl ether / 0.75 h / Ambient temperature 2: 4 g / KOH / methanol / 0.67 h / Ambient temperature View Scheme |
(2,2-dimethyl-6-methylenecyclohexyl)methanol
A
2,6,6-trimethylcyclohex-1-enecarbaldehyde
B
2,2-dimethyl-6-methylenecyclohexane-1-carbaldehyde
Conditions | Yield |
---|---|
With pyridinium chlorochromate In dichloromethane for 0.75h; Ambient temperature; Yield given. Yields of byproduct given; |
4,8,8-trimethyl-1-oxaspiro[2.5]oct-4-ene
A
α-cyclocitral
B
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With aluminum isopropoxide at 130℃; for 3h; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
Stage #1: 2,6,6-trimethylcyclohex-1-enecarbaldehyde With sodium tetrahydroborate In methanol at 0℃; Inert atmosphere; Stage #2: With water In methanol | 100% |
With sodium cyanoborohydride In methanol at -10℃; for 2h; | 99% |
With sodium tetrahydroborate; cerium(III) chloride In methanol at 4℃; | 97% |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
vinyl magnesium bromide
1-(2,2,6-trimethyl-cyclohex-1-enyl)-prop-2-en-1-ol
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 0.0833333h; | 100% |
In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; | 76% |
7-bromoisoquinoline
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
Stage #1: 7-bromoisoquinoline With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In tetrahydrofuran; hexane at -78 - 20℃; | 100% |
Stage #1: 7-bromoisoquinoline With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In tetrahydrofuran; hexane at -78℃; for 1h; | 100% |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
acetylenemagnesium bromide
1-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2-propyn-1-ol
Conditions | Yield |
---|---|
In tetrahydrofuran at -30 - 20℃; for 1.25h; Inert atmosphere; | 98% |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
oxime 2,6,6-trimethylcyclohex-1-ene-1-carbaldehyde
Conditions | Yield |
---|---|
With pyridine; hydroxylamine hydrochloride In ethanol Reflux; | 98% |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
methyllithium
α,2,6,6-tetramethyl-1-cyclohexene-1-methanol
Conditions | Yield |
---|---|
In diethyl ether at -10℃; for 0.5h; | 97% |
95% |
bromobenzene
2,6,6-trimethylcyclohex-1-enecarbaldehyde
(2,6,6-trimethylcyclohex-1-enyl)phenylmethanol
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; | 97% |
Stage #1: bromobenzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In tetrahydrofuran for 0.25h; Inert atmosphere; Stage #3: With water In tetrahydrofuran | 92% |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
1-bromo-2,4,5-trimethoxybenzene
(2,4,5-trimethoxyphenyl)(2,6,6-trimethylcyclohex-1-enyl)methanol
Conditions | Yield |
---|---|
Stage #1: 1-bromo-2,4,5-trimethoxybenzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In tetrahydrofuran for 0.25h; Inert atmosphere; Stage #3: With water In tetrahydrofuran | 97% |
3-methyl-but-1-yne
2,6,6-trimethylcyclohex-1-enecarbaldehyde
1-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-4-methyl-2-pentyn-1-ol
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; | 96% |
1-bromo-3,4-diisopropoxy-5-isopropyl-2-methoxybenzene
2,6,6-trimethylcyclohex-1-enecarbaldehyde
(3,4-diisopropoxy-5-isopropyl-2-methoxyphenyl)-(2,6,6-trimethylcyclohex-1-enyl)methanol
Conditions | Yield |
---|---|
Stage #1: 1-bromo-3,4-diisopropoxy-5-isopropyl-2-methoxybenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In tetrahydrofuran; hexane at -78 - 0℃; | 96% |
1-bromo-3-isopropyl-2-methoxy-4,5-methylenedioxybenzene
2,6,6-trimethylcyclohex-1-enecarbaldehyde
(±)-(7-isopropyl-6-methoxybenzo[d][1,3]dioxol-5-yl)(2,6,6-trimethylcyclohex-1-en-1-yl)methanol
Conditions | Yield |
---|---|
Stage #1: 1-bromo-3-isopropyl-2-methoxy-4,5-methylenedioxybenzene With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In tetrahydrofuran for 0.25h; Inert atmosphere; Stage #3: With water In tetrahydrofuran | 96% |
Stage #1: 1-bromo-3-isopropyl-2-methoxy-4,5-methylenedioxybenzene With n-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 0.166667h; Inert atmosphere; Schlenk technique; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In tetrahydrofuran; cyclohexane at -78℃; for 1.08333h; Inert atmosphere; Schlenk technique; | 61% |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
but-2-enyl ethyl carbonate
C14H24O
Conditions | Yield |
---|---|
With 2,4,6-trimethyl-pyridine; bis(cyclopentadienyl)titanium dichloride; manganese; tertiary butyl chloride; triphenylphosphine; palladium dichloride In tetrahydrofuran at 20℃; for 16h; Barbier reaction; Inert atmosphere; regioselective reaction; | 96% |
Conditions | Yield |
---|---|
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; hexane at -78 - 20℃; | 95% |
para-bromotoluene
2,6,6-trimethylcyclohex-1-enecarbaldehyde
(2,6,6-trimethylcyclohex-1-enyl)(p-tolyl)methanol
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; | 95% |
2-bromoanisole
2,6,6-trimethylcyclohex-1-enecarbaldehyde
(2-methoxyphenyl)-(2,6,6-trimethyl-cyclohex-1-enyl)-methanol
Conditions | Yield |
---|---|
Stage #1: 2-bromoanisole With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In tetrahydrofuran for 0.25h; Inert atmosphere; Stage #3: With water In tetrahydrofuran | 95% |
Stage #1: 2-bromoanisole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In tetrahydrofuran; hexane at -78℃; Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane at 0℃; | 88% |
diethoxyphosphoryl-acetic acid ethyl ester
2,6,6-trimethylcyclohex-1-enecarbaldehyde
(E)-3-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-propensaeure-ethylester
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In 1,4-dioxane at 20℃; for 0.5h; Horner-Wadsworth-Emmons Olefination; Inert atmosphere; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In 1,4-dioxane at 100℃; for 16h; Horner-Wadsworth-Emmons Olefination; Inert atmosphere; | 94% |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.25h; Horner-Wadsworth-Emmons Olefination; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In tetrahydrofuran; hexane at 0 - 20℃; Horner-Wadsworth-Emmons Olefination; diastereoselective reaction; | 94% |
With sodium hydride 1.) dioxane, 30 min, room temp.; 2.) 15h, 100 degC; Yield given. Multistep reaction; |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
allyl bromide
1-(2,2,6-trimethylcyclohex-1-ene-yl)but-3-en-1-ol
Conditions | Yield |
---|---|
With 2,4,6-trimethyl-pyridine; chloro-trimethyl-silane; bis(cyclopentadienyl)titanium (III) chloride In tetrahydrofuran at 20℃; for 6h; Barbier type allylation; Inert atmosphere; | 94% |
With ammonium chloride; zinc In tetrahydrofuran; water | 72% |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
1-bromo-2-methoxy-4,5-methylenedioxybenzene
(2-methoxy-4,5-methylenedioxyphenyl)-(2,6,6-trimethylcyclohex-1-enyl)methanol
Conditions | Yield |
---|---|
Stage #1: 1-bromo-2-methoxy-4,5-methylenedioxybenzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In tetrahydrofuran for 0.25h; Inert atmosphere; Stage #3: With water In tetrahydrofuran | 94% |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
3-chloroprop-1-ene
1-(2,2,6-trimethylcyclohex-1-ene-yl)but-3-en-1-ol
Conditions | Yield |
---|---|
With 2,4,6-trimethyl-pyridine; chloro-trimethyl-silane; bis(cyclopentadienyl)titanium (III) chloride In tetrahydrofuran at 20℃; for 6h; Barbier type allylation; Inert atmosphere; | 94% |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
methyl-triphenylphosphonium iodide
1,3,3-trimethyl-2-vinylcyclohexene
Conditions | Yield |
---|---|
Stage #1: methyl-triphenylphosphonium iodide With n-butyllithium In tetrahydrofuran; hexane at -50 - 20℃; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In tetrahydrofuran; hexane at -50 - 20℃; for 8h; Wittig Olefination; | 94% |
Stage #1: methyl-triphenylphosphonium iodide With n-butyllithium In tetrahydrofuran; hexane for 0.5h; Inert atmosphere; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In tetrahydrofuran; hexane for 0.666667h; Inert atmosphere; | 71% |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
3-methyl-5-acetoxy-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-pentadiene
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at -10 - 0℃; for 2h; Inert atmosphere; | 93.5% |
1-Bromo-2,4-dimethoxybenzene
2,6,6-trimethylcyclohex-1-enecarbaldehyde
(2,4-dimethoxyphenyl)(2,6,6-trimethylcyclohex-1-enyl)methanol
Conditions | Yield |
---|---|
Stage #1: 1-Bromo-2,4-dimethoxybenzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: 2,6,6-trimethylcyclohex-1-enecarbaldehyde In tetrahydrofuran for 0.25h; Inert atmosphere; Stage #3: With water In tetrahydrofuran | 93% |
trimethylsilyl cyanide
2,6,6-trimethylcyclohex-1-enecarbaldehyde
p-aminoiodobenzene
C17H21IN2
Conditions | Yield |
---|---|
With indium(III) chloride In water at 20℃; for 4 - 6h; | 93% |
2,2-dimethyl-3-butyne
2,6,6-trimethylcyclohex-1-enecarbaldehyde
1-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-4,4-dimethyl-2-pentyn-1-ol
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; | 92.8% |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
3-methyl-5-acetoxy-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-pentadiene
Conditions | Yield |
---|---|
With sodium ethanolate In N,N-dimethyl-formamide at 0 - 5℃; for 2h; Time; Inert atmosphere; | 92.7% |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
diazomethyl-trimethyl-silane
2-ethynyl-1,3,3-trimethyl-1-cyclohexene
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 6h; Colvin Alkyne Synthesis; | 92% |
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.5h; | 89% |
With lithium diisopropyl amide In tetrahydrofuran at -78 - 25℃; Condensation; | 74% |
trimethylsilyl cyanide
2,6,6-trimethylcyclohex-1-enecarbaldehyde
2-(4'-aminophenyl)ethyl alcohol
C19H26N2O
Conditions | Yield |
---|---|
With indium(III) chloride In water at 20℃; for 4 - 6h; | 92% |
Conditions | Yield |
---|---|
With choline chloride–urea at 80℃; for 2h; Pictet-Spengler Synthesis; Green chemistry; | 92% |
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