4-Hydroxybenzaldehyde → 4-(1-Methylbutyloxy)benzaldehyde

HRID 21886Notes

Reaction equation

HRID 21886 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[CH3:10][C@H:11](OS(C1C=CC(C)=CC=1)(=O)=O)[CH2:12][CH2:13][CH3:14].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:10][CH:11]([O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)[CH2:12][CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 1264-HydroxybenzaldehydeHCID 11430Potassium CarbonateHCID 53891400HCID 53891400, compound

Product 1

HCID 199306244-(1-Methylbutyloxy)benzaldehyde

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

40 g of 4-hydroxybenzaldehyde, 80 g of (S)-1-methylbutyl-p-toluene sulfonate and 46 g of potassium carbonate were refluxed in acetone for 12 hours, insoluble matters were removed from the reaction solution while the reaction solution was hot, and the solvent used was distilled out. The residue was purified by column chromatography to obtain 4-(1-methylbutyloxy)benzaldehyde (30).

Workup

  1. custominsoluble matters were removed from the reaction solution while the reaction solution
  2. distillationthe solvent used was distilled out
  3. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-e52079b7836c4de8a15af087dbeaa475
Source dataset
uspto-grants-1995_06
Patent number
US05425897

Reaction notes

Loading…