Propionyl Acetophenone → 1-(2-Chlorophenyl)butane-1,3-dione

HRID 2300608Notes

Reaction equation

HRID 2300608 reaction equation
[C:1]1([C:7](=[O:13])[CH2:8][C:9](=[O:12])[CH2:10]C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:14]C1C=CC=CC=1C(=O)C>CCOC(C)=O>[Cl:14][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[C:7](=[O:13])[CH2:8][C:9](=[O:12])[CH3:10]

Participants

4

Reactant 2

HCID 21408Propionyl AcetophenoneHCID 72864Ethanone, 1-(2-chlorophenyl)-

Product 1

HCID 149879931-(2-Chlorophenyl)butane-1,3-dione

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared (as described above for Intermediate 16) from 2.0 g of 2′-chloroacetophenone and 2.53 mL of EtOAc to yield 0.5 g of Intermediate 30: TLC analysis: Rf=0.76 (2/1, hexanes/EtOAc); 1H NMR (400 MHz, CDCl3, enol form) δ7.6-7.55 (m, 1H), 7.45-7.43 (m, 1H), 7.4-7.32 (m, 1H), 6.05 (s, 1H), 2.18 (s, 3H).

Sources & evidence

ORD record
ord-d7e662f44ffd4373a780fc74d704d1a2
Source dataset
uspto-grants-2002_12
Patent number
US06498174B1

Reaction notes

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