P-Chloroacetophenone → 1-(4-Chlorophenyl)butane-1,3-dione

HRID 2300606Notes

Reaction equation

HRID 2300606 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(C(=O)C)=CC=1>CCOC(C)=O>[Cl:14][C:4]1[CH:5]=[CH:6][C:1]([C:7](=[O:13])[CH2:8][C:9](=[O:12])[CH3:10])=[CH:2][CH:3]=1

Participants

4

Reactant 2

HCID 7467P-ChloroacetophenoneHCID 21408Propionyl Acetophenone

Product 1

HCID 2380831-(4-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 4′-chloroacetophenone and 2.53 mL of EtOAc to yield 1.7 grams of Intermediate 28: TLC analysis: Rf=0.73 (2/1, hexanes/EtOAc); 1H NMR (400 MHz, CDCl3, enol form) δ7.82 (d, 2H, J=8.0), 7.42 (d, 2H, J=8.0), 6.13 (s, 1H), 2.2 (s, 3H).

Sources & evidence

ORD record
ord-5e171702871c4f2dbb80a55580d27768
Source dataset
uspto-grants-2002_12
Patent number
US06498174B1

Reaction notes

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