Water → 3-Benzyl-4-fluorobenzaldehyde

HRID 414305Notes

Reaction equation

HRID 414305 reaction equation
[CH2:1]([C:8]1[CH:9]=[C:10]([CH:15]2OCC[O:16]2)[CH:11]=[CH:12][C:13]=1[F:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O>S(=O)(=O)(O)O.C(OCC)C>[CH2:1]([C:8]1[CH:9]=[C:10]([CH:11]=[CH:12][C:13]=1[F:14])[CH:15]=[O:16])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 962WaterHCID 138542792-(3-Benzyl-4-fluorophenyl)-1,3-dioxolane

Product 1

HCID 138542803-Benzyl-4-fluorobenzaldehydeYield 101.6%

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2-(3-benzyl-4-fluorophenyl)-1,3-dioxolane (0.7 g) acetone (10 cm3), water (1 cm3) and concentrated sulphuric acid (5 drops) was stirred overnight. The reaction mixture was poured into diethyl ether and the organic layer washed with sodium bicarbonate solution, water and brine, then dried over anhydrous magnesium sulphate. Evaporation of the solvents under reduced pressure gave 3-benzyl-4-fluorobenzaldehyde (0.59 g), which was used without further purification.

Workup

  1. washthe organic layer 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-2772835c53194346adb9dffd76b766bf
Source dataset
uspto-grants-1988_12
Patent number
US04791139

Reaction notes

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