4-cyanobenzyl chloride
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With diisobutylaluminium hydride In chlorobenzene | 96% |
With hydrogenchloride; diethyl ether; tin(ll) chloride anschl. mit H2O; | |
With hydrogenchloride; tin(ll) chloride |
4-(hydroxymethyl)benzyl chloride
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With pyridinium chlorochromate In dichloromethane at 20℃; for 2h; | 94% |
With pyridinium chlorochromate In dichloromethane at 0℃; | 90% |
With manganese(IV) oxide In dichloromethane at 20℃; for 24h; | 83% |
4-Vinylbenzyl chloride
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With dihydrogen peroxide In water at 100℃; for 4h; | 92% |
With [bis(acetoxy)iodo]benzene; [(2,2':6',2'-terpyridine)(Cl)RuII(9-oxidophenalenone)] In dichloromethane at 24.84℃; for 16h; |
1-(chloromethyl)-4-(methoxymethyl)benzene
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With nitric acid In dichloromethane at 20℃; for 1h; | 91% |
4-Vinylbenzyl chloride
A
4-chloromethylacetophenone
B
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With water; copper(l) chloride In tetrahydrofuran at 20℃; for 48h; Reagent/catalyst; Wacker-Tsuji Olefin Oxidation; | A 89% B n/a |
1-bromomethyl-4-chloromethylbenzene
A
4-chloromethylbenzaldehyde
B
terephthalaldehyde,
Conditions | Yield |
---|---|
With dipotassium hydrogenphosphate; dimethyl selenoxide In 1,2-dichloro-ethane for 3h; | A 77% B 20% |
4-(hydroxylmethyl)benzaldehyde
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With 1-pyrrolidinecarboxaldehyde; benzoyl chloride In 1,4-dioxane at 20 - 40℃; for 24.25h; Sealed tube; | 70% |
With thionyl chloride; N,N-dimethyl-formamide In toluene at 0 - 20℃; for 16h; | 62% |
With thionyl chloride In dichloromethane at 0 - 10℃; for 3h; | 45.5% |
With 1-pyrrolidinecarboxaldehyde; benzoyl chloride In 1,4-dioxane at 20 - 40℃; for 24.25h; | 108.3 mg |
4-(1',3'-dioxolan-2'-yl)benzyl alcohol
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride In water for 24h; Heating / reflux; | 68.4% |
(4-(chloromethyl)phenyl)(pyrrolidin-1-yl)methanone
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Stage #1: (4-chloromethylphenyl)pyrrolidin-1-ylmethanone With chloromagnesium dimethylaminoborohydride In tetrahydrofuran at 25℃; for 0.5h; Inert atmosphere; Stage #2: With acetaldehyde; acetic acid In tetrahydrofuran; pentane for 4h; Inert atmosphere; | 60% |
4-<(triphenylmethoxy)methyl>benzyl chloride
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In cyclohexane for 5h; Heating; | 43% |
4-(hydroxymethyl)benzaldehyde dimethyl acetal
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride; thionyl chloride |
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 1h; Ambient temperature; |
C
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With Pd[(-)-sparteine](OAc)2 In toluene for 36h; Heating; |
4-Vinylbenzyl chloride
B
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With oxygen In acetonitrile under 760.051 Torr; for 5h; Product distribution; Further Variations:; Reagents; Irradiation; |
p-(chloromethyl)benzoic acid
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 87 percent / K2CO3 / acetone 2: 91 percent / DIBAL-H / CH2Cl2 / -78 °C 3: 90 percent / PCC / CH2Cl2 / 0 °C View Scheme |
p-methyloxycarbonylbenzyl chloride
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 91 percent / DIBAL-H / CH2Cl2 / -78 °C 2: 90 percent / PCC / CH2Cl2 / 0 °C View Scheme | |
Multi-step reaction with 2 steps 1: 98 percent / BH3*THF / tetrahydrofuran / 2 h / 20 °C 2: 83 percent / MnO2 / CH2Cl2 / 24 h / 20 °C View Scheme |
4-methyloxymethylhydroxymethylhydroxymethylcyclohexane
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 89 percent / SOCl2 / CH2Cl2 2: 91 percent / HNO3 / CH2Cl2 / 1 h / 20 °C View Scheme |
p-methoxymethylbenzoic acid methyl ester
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 94 percent / LiAlH4 / diethyl ether 2: 89 percent / SOCl2 / CH2Cl2 3: 91 percent / HNO3 / CH2Cl2 / 1 h / 20 °C View Scheme |
4-(Methoxymethyl)benzoic acid
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 87 percent / SOCl2 / 4 h / -30 - 20 °C 2: 94 percent / LiAlH4 / diethyl ether 3: 89 percent / SOCl2 / CH2Cl2 4: 91 percent / HNO3 / CH2Cl2 / 1 h / 20 °C View Scheme |
1,1-dimethylethyl 4-(methoxymethyl)benzoate
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 91 percent / HNO3 / CH2Cl2 / 1 h / 20 °C 2: 87 percent / SOCl2 / 4 h / -30 - 20 °C 3: 94 percent / LiAlH4 / diethyl ether 4: 89 percent / SOCl2 / CH2Cl2 5: 91 percent / HNO3 / CH2Cl2 / 1 h / 20 °C View Scheme |
[4-(4-Methoxymethyl-[1,3]dioxolan-2-yl)-phenyl]-methanol
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: PPh3, CCl4 / 3 h / Heating 2: 2 M aq. HCl / ethanol / 1 h / Ambient temperature View Scheme |
4-(4-Methoxymethyl-[1,3]dioxolan-2-yl)-benzoic acid methyl ester
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: LiAlH4 / tetrahydrofuran / 16 h / 70 °C 2: PPh3, CCl4 / 3 h / Heating 3: 2 M aq. HCl / ethanol / 1 h / Ambient temperature View Scheme |
methyl 4-formylbenzoate
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: Bu4NBr / 72 h / 80 °C 2: LiAlH4 / tetrahydrofuran / 16 h / 70 °C 3: PPh3, CCl4 / 3 h / Heating 4: 2 M aq. HCl / ethanol / 1 h / Ambient temperature View Scheme | |
Multi-step reaction with 3 steps 1: NH4Cl / methanol 2: LiAlH4 3: HCl, SOCl2 View Scheme |
p-xylylene glycol
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 75 percent / SOCl2 / CHCl3 / 1 h / 0 °C 2: 70 percent / aq. HCl / toluene; heptane / 2 h / Heating 3: 43 percent / TsOH*H2O / cyclohexane / 5 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: 75 percent / SOCl2 / CHCl3 / 1 h / 0 °C 2: 73 percent / DMAP, i-Pr2NEt / N,N-dimethyl-acetamide / 24 h / 40 °C 3: 43 percent / TsOH*H2O / cyclohexane / 5 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: 1.) SOCl2 / 1.) CH2Cl2, <10 deg C, 2 h; room temperature, 4 h, 2.) cyclohexane, 15-18 deg C, 3 h 2: 43 percent / TsOH*H2O / cyclohexane / 5 h / Heating View Scheme |
methyl 4-(dimethoxymethyl)benzoate
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: LiAlH4 2: HCl, SOCl2 View Scheme |
terephthalaldehyde mono(diethylacetal)
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium hydroxide / methanol / 0.08 h 1.2: 16 h / 0 - 20 °C 2.1: hydrogenchloride / 1,4-dioxane; water / 21 h / 20 °C 3.1: 1-pyrrolidinecarboxaldehyde; benzoyl chloride / 1,4-dioxane / 24.25 h / 20 - 40 °C View Scheme |
4-(hydroxymethyl)benzaldehyde diethyl acetal
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogenchloride / 1,4-dioxane; water / 21 h / 20 °C 2: 1-pyrrolidinecarboxaldehyde; benzoyl chloride / 1,4-dioxane / 24.25 h / 20 - 40 °C View Scheme |
terephthalaldehyde,
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / ethanol; tetrahydrofuran / 2 h / 0 °C 2: thionyl chloride; N,N-dimethyl-formamide / toluene / 16 h / 0 - 20 °C View Scheme |
4-chloromethylbenzaldehyde
1-(tert-butyldimethylsilyloxy)-1-tert-butoxyethylene
tert-butyl 3-(tert-butyldimethylsilyl)oxy-3-(4-chloromethylphenyl)propionate
Conditions | Yield |
---|---|
With di-n-butylbis(trifluoromethanesulfonyloxy)stannane In dichloromethane at -78℃; for 4h; Mukaiyama aldol reaction; | 100% |
With di-n-butylbis(trifluoromethanesulfonyloxy)stannane In dichloromethane at -78℃; for 2h; | 100% |
4-chloromethylbenzaldehyde
4-(chloromethyl)benzaldehyde oxime
Conditions | Yield |
---|---|
With hydroxylamine In ethanol at 50℃; for 5h; | 99% |
With hydroxylamine hydrochloride In ethanol at 50℃; for 3h; | 98% |
With hydroxylamine hydrochloride In ethanol at 50℃; for 3h; | 97% |
With hydroxylamine hydrochloride In ethanol at 50℃; for 3h; | 8.1 g |
4-chloromethylbenzaldehyde
(1E)-4-(chloromethyl)benzaldehyde oxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride In ethanol at 50℃; for 3h; | 98% |
methanol
4-chloromethylbenzaldehyde
3,5-dichloro-2,2,2-trifluoroacetophenone
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; caesium carbonate In tetrahydrofuran at 20℃; | 95% |
methanol
2,2,2-trifluoro-1-(thiophen-2-yl)ethan-1-one
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; caesium carbonate In tetrahydrofuran at 20℃; | 94% |
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; caesium carbonate In tetrahydrofuran at 20℃; | 94% |
2-mercapto-5-nitropyridine
4-chloromethylbenzaldehyde
4-((5-nitropyridine-2-yl)thiomethyl)benzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In acetone | 93.3% |
4-chloromethylbenzaldehyde
(1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 50℃; | 93.1% |
methanol
4'-bromo-2,2,2-trifluoroacetophenone
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; caesium carbonate In tetrahydrofuran at 20℃; | 93% |
trimethyl phosphonoacetate
4-chloromethylbenzaldehyde
(E)-methyl 3-[4-(chloromethyl)phenyl]acrylate
Conditions | Yield |
---|---|
With sodium methylate In methanol | 91% |
methanol
4'-methoxy-2,2,2-trifluoroacetophenone
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; caesium carbonate In tetrahydrofuran at 20℃; | 91% |
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; caesium carbonate In tetrahydrofuran at 20℃; for 12h; Reagent/catalyst; Solvent; | 91% |
4-chloromethylbenzaldehyde
tert-butylamine
tert-Butyl-{4-[(E)-tert-butylimino-methyl]-benzyl}-amine
Conditions | Yield |
---|---|
With 4 A molecular sieve for 24h; Ambient temperature; | 88% |
methanol
4'-chloro-2,2,2-trifluoroacetophenone
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; caesium carbonate In tetrahydrofuran at 20℃; | 88% |
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; caesium carbonate In tetrahydrofuran at 20℃; | 88% |
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; caesium carbonate In tetrahydrofuran at 20℃; | 87% |
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; caesium carbonate In tetrahydrofuran at 20℃; | 87% |
4-chloromethylbenzaldehyde
acrylonitrile
Conditions | Yield |
---|---|
With Cu doped graphitic carbon nitride In water at 20℃; for 9h; Sealed tube; Irradiation; Green chemistry; | 87% |
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With acetic acid In ethanol for 4h; Reflux; | 85% |
methanol
1-(3-chlorophenyl)-2,2,2-trifluoroethanone
4-chloromethylbenzaldehyde
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; caesium carbonate In tetrahydrofuran at 20℃; | 85% |
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; caesium carbonate In tetrahydrofuran at 20℃; | 85% |
4-chloromethylbenzaldehyde
C12H16ClNO
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; sodium sulfate In dichloromethane | 84% |
4-chloromethylbenzaldehyde
vinyl magnesium bromide
1-(4-chloromethylphenyl)prop-2-en-1-ol
Conditions | Yield |
---|---|
In tetrahydrofuran at -15℃; for 0.5h; | 83% |
methanol
4-chloromethylbenzaldehyde
1-(benzofuran-2-yl)-2,2,2-trifluoroethan-1-one
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; caesium carbonate In tetrahydrofuran at 20℃; | 83% |
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; caesium carbonate In tetrahydrofuran at 20℃; | 83% |
Molecule structure of 4-(Chloromethyl)benzaldehyde (CAS NO.73291-09-5):
Molecular Weight: 154.59358 g/mol
Molecular Formula: C8H7ClO
Synonyms: α-Chloro-p-tolualdehyde
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