Methanol → 3-Phenoxybenzyl alcohol

HRID 247726Notes

Reaction equation

HRID 247726 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.CO>O>[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 887MethanolHCID 170904Benzenemethanol, 3-phenoxy-, 1-acetate

Product 1

HCID 262953-Phenoxybenzyl alcoholYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.42 g. (0.01 mole) of 3-phenoxybenzyl acetate, 10 cm3. of methanol, 10 cm3. of water and 0.2 g. of acid ion exchange resin (Nafion H) are refluxed with stirring for nine hours. After cooling the reaction mixture is filtered off and evaporated. The residue is dissolved in 30 cm3. of methylene chloride, washed with 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. temperatureAfter cooling the reaction mixture
  2. filtrationis filtered off
  3. customevaporated
  4. dissolutionThe residue is dissolved in 30 cm3
  5. washof methylene chloride, washed with 10 cm3
  6. customof water then evaporated

Sources & evidence

ORD record
ord-b85e9a08f94943b19b39cb0d70160dc0
Source dataset
uspto-grants-1987_11
Patent number
US04709081

Reaction notes

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