Sodium Hydroxide → 3-Phenoxybenzyl alcohol

HRID 247724

Reaction equation

HRID 247724 reaction equation
C([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:7]=1)(=O)C.[OH-].[Na+]>CO>[O:12]([C:8]1[CH:7]=[C:6]([CH:11]=[CH:10][CH:9]=1)[CH2:5][OH:4])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 170904Benzenemethanol, 3-phenoxy-, 1-acetate

Product 1

HCID 262953-Phenoxybenzyl alcoholYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.42 g. (0.01 mole) of 3-phenoxybenzyl acetate, 5 cm3. of methanol and 5 cm3. of 2N sodium hydroxide solution are refluxed for three hours. Then the methanol is distilled off and the organic phase is dissolved in 30 cm3. of methylene chloride, washed with 10 cm3. of 1N hydrochloric acid solution and 10 cm3. of water. 1.90 g. of 3-phenoxybenzyl alcohol are obtained. nD20 : 1.593, yield 95%.

Workup

  1. distillationThen the methanol is distilled off
  2. dissolutionthe organic phase is dissolved in 30 cm3
  3. washof methylene chloride, washed with 10 cm3

Sources & evidence

ORD record
ord-1a6f3bb1de714fc18ae39f93cc964184
Source dataset
uspto-grants-1987_11
Patent number
US04709081

Linked notes

Loading…