Formaldehyde → 2-BENZYL-PROPENAL

HRID 1074227Notes

Reaction equation

HRID 1074227 reaction equation
Cl.[CH2:2](N(CC)CC)C.C=O.[C:11]1([CH2:17][CH2:18][CH:19]=[O:20])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH2:17]([C:18](=[CH2:2])[CH:19]=[O:20])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 7707BenzenepropanalHCID 11130Triethylamine hydrochloride

Product 1

HCID 109097042-BENZYL-PROPENALYield 71%

Conditions

Temperature
20 °C

Procedure

To a mixture of triethylamine hydrochloride 27.5 g (0.20 mol) and 37% formalin 16.3 g (0.201 mol) was added dropwise β-phenylpropionaldehyde 25 g (0.183 mol) at 20° to 35° C. and the mixture was reacted at 110° to 115° C. for 4 hours. After the completion of the reaction, the reaction mixture was cooled to 20° C. and extracted with 100 ml of diethyl ether. The extract was dried over anhydrous sodium sulfate, the solvent was distilled off, and the residue was distilled to give 2-benzyl-2-propenal (bp10 : 99° to 101° C.) in a yield of 71%.

Workup

  1. customthe mixture was reacted at 110° to 115° C. for 4 hours
  2. customAfter the completion of the reaction
  3. extractionextracted with 100 ml of diethyl ether
  4. dry with materialThe extract was dried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off
  6. distillationthe residue was distilled

Sources & evidence

ORD record
ord-f67a77d00e974226ab82d5e0803f2372
Source dataset
uspto-grants-1990_11
Patent number
US04973695

Reaction notes

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