Water → 5-Oxo-1-phenylhexan-3-yl acetate

HRID 2049723Notes

Reaction equation

HRID 2049723 reaction equation
[OH:1][CH:2]([CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:3][C:4](=[O:6])[CH3:5].[C:15](OC(=O)C)(=[O:17])[CH3:16].N1C=CC=CC=1.O>C(Cl)Cl>[C:15]([O:1][CH:2]([CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[CH2:3][C:4](=[O:6])[CH3:5])(=[O:17])[CH3:16]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 7918Acetic AnhydrideHCID 11458200HCID 11458200, compound

Product 1

HCID 234660175-Oxo-1-phenylhexan-3-yl acetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 850 mg of 4-hydroxy-6-phenylhexan-2-one (T. Mukaiyama et al., Chemistry Letters, 1976, 95) in 10 ml of methylene chloride were added 1 ml of acetic anhydride and 0.8 ml of pyridine under ice-cooling at 0° C, and then stirring was continued for further 1 hr at room temperature. The reaction mixture was poured into water, the methylene chloride layer was washed with water, dried over anhydrous sodium sulfate, and the solvent was evaporated to afford 1.10 g of the desired compound.

Workup

  1. washthe methylene chloride layer was washed with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-7e0b185fc7024878a65bfe7e05b75196
Source dataset
uspto-grants-1980_04
Patent number
US04198425

Reaction notes

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