Hydrochloric Acid → 3-Phenoxybenzyl alcohol

HRID 247725Notes

Reaction equation

HRID 247725 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.Cl>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 313Hydrochloric AcidHCID 170904Benzenemethanol, 3-phenoxy-, 1-acetate

Product 1

HCID 262953-Phenoxybenzyl alcoholYield 90%

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 hydrochloric acid solution are refluxed for three hours. Then the methanol is distilled off. The organic phase is dissolved in 30 cm3. of methylene chloride, washed with 10 cm3. of water, 10 cm3. of 1N sodium hydroxide solution and 10 cm3. of water then evaporated. 1.8 g. of 3-phenoxybenzyl alcohol are obtained. nD20 : 1.593, yield 90%.

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
  4. customof water then evaporated

Sources & evidence

ORD record
ord-f90801a985d04be688f6c4e70178ce4b
Source dataset
uspto-grants-1987_11
Patent number
US04709081

Reaction notes

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