Benzene → 1-(3-Acetoxy-2-fluoroprop-1-enyl)-1-(3,4-methylenedioxyphenyl)cyclopropane

HRID 963822Notes

Reaction equation

HRID 963822 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[F:5][C:6]([CH2:20][OH:21])=[CH:7][C:8]1([C:11]2[CH:16]=[CH:15][C:14]3[O:17][CH2:18][O:19][C:13]=3[CH:12]=2)[CH2:10][CH2:9]1.C1C=CC=CC=1>N1C=CC=CC=1>[C:1]([O:21][CH2:20][C:6]([F:5])=[CH:7][C:8]1([C:11]2[CH:16]=[CH:15][C:14]3[O:17][CH2:18][O:19][C:13]=3[CH:12]=2)[CH2:9][CH2:10]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 241BenzeneHCID 6367Acetyl chlorideHCID 541098611-(2-Fluoro-3-hydroxyprop-1-enyl)-1-(3,4-methylenedioxyphenyl)cyclopropane

Product 1

HCID 541495881-(3-Acetoxy-2-fluoroprop-1-enyl)-1-(3,4-methylenedioxyphenyl)cyclopropaneYield 93%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The method of Example 17 was repeated using acetyl chloride (1.4 ml), 1-(2-fluoro-3-hydroxyprop-1-enyl)-1-(3,4-methylenedioxyphenyl)cyclopropane (Example 14) (0.68 g), benzene (40 ml) and pyridine (0.26 ml) to yield the title compound (0.73 g, 93%).

Sources & evidence

ORD record
ord-8034765c2b54437e898085a52f01759c
Source dataset
uspto-grants-1998_06
Patent number
US05763700

Reaction notes

Loading…