Benzene → 1-Phenylethanol

HRID 894478Notes

Reaction equation

HRID 894478 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].C1C=CC=CC=1.Cl>O1CCCC1>[C:4]1([CH:1]([OH:3])[CH3:2])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Conditions

Temperature
30 °C

Procedure

Under an atmosphere of nitrogen, 1.80 ml of a 0.99 M solution of acetophenone in tetrahydrofuran was added to the solution of reagent (A), obtained in Example 1, and the mixture stirred at 30° C. for 24 hours. The reaction mixture was poured into a mixture of 15 ml of benzene and 10 ml of 2 M hydrochloric acid, extracted with benzene, and the extract was washed with water, dried over sodium sulphate and concentrated under reduced pressure. The residue was purified by distillation in vacuo (130°-135° C./25 mmHg) to give 185 mg of 1-phenylethanol, and an additional purification was carried out by a fractional gas chromatography to give 1-phenylethanol having the following optical rotation:

Workup

  1. customobtained in Example 1
  2. extractionextracted with benzene
  3. washthe extract was washed with water
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated under reduced pressure
  6. distillationThe residue was purified by distillation in vacuo (130°-135° C./25 mmHg)

Sources & evidence

ORD record
ord-2d4ee0aab4e4472ebd9a3f009cf36972
Source dataset
uspto-grants-1981_08
Patent number
US04284581

Reaction notes

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