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

HRID 963818Notes

Reaction equation

HRID 963818 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[CH2:5]([O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2([CH:17]=[C:18]([F:21])[CH2:19][OH:20])[CH2:16][CH2:15]2)=[CH:10][CH:9]=1)[CH3:6].C1C=CC=CC=1>N1C=CC=CC=1>[C:1]([O:20][CH2:19][C:18]([F:21])=[CH:17][C:14]1([C:11]2[CH:12]=[CH:13][C:8]([O:7][CH2:5][CH3:6])=[CH:9][CH:10]=2)[CH2:16][CH2:15]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 241BenzeneHCID 6367Acetyl chlorideHCID 542015341-(4-Ethoxyphenyl)-1-(2-fluoro-3-hydroxyprop-1-enyl)cyclopropane

Product 1

HCID 543885951-(3-Acetoxy-2-fluoroprop-1-enyl)-1-(4-ethoxyphenyl)cyclopropaneYield 99%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The method of Example 17 was repeated using acetyl chloride (2 ml), 1-(4-ethoxyphenyl)-1-(2-fluoro-3-hydroxyprop-1-enyl)cyclopropane (Example 10) (0.99 g), benzene (50 ml) and pyridine (0.38 ml) to yield the title compound (1.16 g, 99%).

Sources & evidence

ORD record
ord-a98f4644dc2f4837affe06668c480a92
Source dataset
uspto-grants-1998_06
Patent number
US05763700

Reaction notes

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