Water → 4-tert-Butylbenzaldehyde

HRID 2417899Notes

Reaction equation

HRID 2417899 reaction equation
[OH:1][CH:2](P(=O)(OC)OC)[C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:5][CH:4]=1.O>C1(C)C=CC=CC=1>[C:9]([C:6]1[CH:5]=[CH:4][C:3]([CH:2]=[O:1])=[CH:8][CH:7]=1)([CH3:12])([CH3:10])[CH3:11]

Participants

4

Reactant 2

HCID 962WaterHCID 20446435HCID 20446435, compound

Product 1

HCID 703244-tert-ButylbenzaldehydeYield 85.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

27.2 g (0.1 mol) of dimethyl α-hydroxy-4-tert.-butylbenzylphosphonate were dissolved in 25 ml of toluene and were added dropwise, from a dropping funnel, into a distillation apparatus which had been preheated to 180° C. and had a small Vigreux column to which a water pump vacuum was applied. The distillate was fractionally distilled in a high vacuum. 13.8 g (81.5% of theory) of 4-tert.-butylbenzaldehyde of boiling point 72° C./0.15 mbars were obtained.

Workup

  1. additionwere added dropwise, from a dropping funnel, into a distillation apparatus which
  2. customhad been preheated to 180° C.
  3. distillationThe distillate was fractionally distilled in a high vacuum

Sources & evidence

ORD record
ord-f3ca0daeba204c378c5426712f612815
Source dataset
uspto-grants-1984_09
Patent number
US04471118

Reaction notes

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