Acetone → 3-Benzylbenzaldehyde

HRID 1614454Notes

Reaction equation

HRID 1614454 reaction equation
[CH2:1]([C:8]1[CH:9]=[C:10]([CH:17]=[CH:18][CH:19]=1)[CH2:11]C1OCCO1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(C)=[O:22].O>S(=O)(=O)(O)O.C(OCC)C>[CH2:1]([C:8]1[CH:9]=[C:10]([CH:17]=[CH:18][CH:19]=1)[CH:11]=[O:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 180AcetoneHCID 962WaterHCID 197535142-(3-Benzylbenzyl)-1,3-dioxolane

Product 1

HCID 131027433-Benzylbenzaldehyde

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2-(3-benzylbenzyl)-1,3-dioxolane (8.2 g), acetone (100 cm3), water (10 cm3) and concentrated sulphuric acid (20 drops) was stirred overnight, then added to diethyl ether. The resultant mixture was washed with sodium bicarbonate solution, water and brine, and dried over anhydrous magnesium sulphate. Evaporation of the solvents under reduced pressure gave 3-benzylbenzaldehyde (6.5 g), which was used without further purification.

Workup

  1. washThe resultant mixture was washed with sodium bicarbonate solution, water and brine
  2. dry with materialdried over anhydrous magnesium sulphate
  3. customEvaporation of the solvents under reduced pressure

Sources & evidence

ORD record
ord-aaf986de266444aca064677469e01f7b
Source dataset
uspto-grants-1993_03
Patent number
US05196610

Reaction notes

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