Z-(1R,S)-cis-2,2-dimethyl-3-(2,2-chloro-3,3,3-trifluoro-1-propenyl)cyclopropanecarboxylic acid → alpha-Fluoro-3-phenoxybenzyl 3-(2-chloro-2-trifluoromethylvinyl)2,2-dimethylcyclopropanecarboxylate
Reaction equation
[Cl:1][C:2]([C:12]([F:15])([F:14])[F:13])=[CH:3][CH:4]1[CH:6]([C:7]([OH:9])=[O:8])[C:5]1([CH3:11])[CH3:10].[F:16][CH:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([O:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:19]=1>>[Cl:1][C:2]([C:12]([F:13])([F:14])[F:15])=[CH:3][CH:4]1[CH:6]([C:7]([O:9][CH:17]([F:16])[C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([O:24][C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH:19]=2)=[O:8])[C:5]1([CH3:11])[CH3:10]Participants
3
Procedure
This compound was prepared from 3-(2-chloro-2-trifluoromethylvinyl)-2,2-dimethylcyclopropanecarboxylic acid and α-fluoro-3-phenoxybenzyl bromide following the procedure described in Example 2 Method B. The product, a colourless oil, was characterised by pmr spectroscopy. Chemical shift δ ppm (solvent CDCl3): 1.26(6H, m, C(CH3)2); 1.72-2.44(2H, m, cyclopropyl protons); 5.80 and 6.18(1H, 2xd, vinyl proton); 7.20(1H, d, J=56Hz, CHF) and about 7.13(9H, m, aromatic protons).
Sources & evidence
- ORD record
- ord-f81cb81df4434b16ac9d75074feca9c2
- Source dataset
- uspto-grants-1981_08
- Patent number
- US04283414
Reaction notes
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