Acetophenone → 8-Hydroxy-1-phenyl-1,3-octanedione

HRID 2225984Notes

Reaction equation

HRID 2225984 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[C:10]1(=[O:17])[O:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1>CN1CCCC1=O>[OH:17][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15](=[O:16])[CH2:2][C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3]

Participants

4

Reactant 2

HCID 7410AcetophenoneHCID 10401epsilon-CAPROLACTONE

Product 1

HCID 189640518-Hydroxy-1-phenyl-1,3-octanedione

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

In accordance with the procedure of Example 8, 61.3 g of acetophenone and 57.7 g of ε-caprolactone are condensed in 117.0 g of N-methylpyrrolidone as solvent with 52.9 g of sodium tert-butylate (97%) as base. Working up is as described in Example 8.

Sources & evidence

ORD record
ord-42a455ad1fce4f2f8331c9e7ac13cb58
Source dataset
uspto-grants-1994_09
Patent number
US05344992

Reaction notes

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