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

HRID 2300602Notes

Reaction equation

HRID 2300602 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.[F:14]C1C=CC=CC=1C(=O)C>CCOC(C)=O>[F: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 96744o-Fluoroacetophenone

Product 1

HCID 151697841-(2-Fluorophenyl)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′-fluoroacetophenone and 2.86 mL of EtOAc to yield Intermediate 20: 1H NMR (400 MHz, CDCl3, enol form) δ7.70 (dt, 1H. J=1.79, 7.69), 7.45 (m, 1H), 7.24 (m, 1H), 7.10 (m, 1H), 6.28 (s, 1H), 2.20 (s, 3H).

Sources & evidence

ORD record
ord-4e39a90953804a598a08b98f7ec02094
Source dataset
uspto-grants-2002_12
Patent number
US06498174B1

Reaction notes

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