(4-Fluoro-3-phenoxyphenyl)methanol → 4-Fluoro-3-phenoxybenzyl 3-(i-butoxy)-2,2-dimethylcyclopropanecarboxylate

HRID 28103Notes

Reaction equation

HRID 28103 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[CH:4][C:3]=1[O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[F:17][C:18]1[CH:25]=[CH:24][C:23]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:22][C:19]=1[CH2:20][OH:21].[CH2:33]([O:37][CH:38]1[CH:40]([C:41](O)=[O:42])[C:39]1([CH3:45])[CH3:44])[CH:34]([CH3:36])[CH3:35]>>[CH2:33]([O:37][CH:38]1[CH:40]([C:41]([O:7][CH2:6][C:5]2[CH:8]=[CH:9][C:2]([F:1])=[C:3]([O:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:4]=2)=[O:42])[C:39]1([CH3:45])[CH3:44])[CH:34]([CH3:36])[CH3:35].[CH2:33]([O:37][CH:38]1[CH:40]([C:41]([O:21][CH2:20][C:19]2[CH:22]=[C:23]([O:26][C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:24]=[CH:25][C:18]=2[F:17])=[O:42])[C:39]1([CH3:45])[CH3:44])[CH:34]([CH3:36])[CH3:35]

Participants

5

Reactant 3

HCID 12874224(4-Fluoro-3-phenoxyphenyl)methanolHCID 15681057(2-Fluoro-5-phenoxyphenyl)methanolHCID 545425423-(i-Butoxy)-2,2-dimethylcyclopropanecarboxylic acid

Product 2

HCID 233388804-Fluoro-3-phenoxybenzyl 3-(i-butoxy)-2,2-dimethylcyclopropanecarboxylateHCID 542427702-Fluoro-5-phenoxybenzyl 3-(i-butoxy)-2,2-dimethylcyclopropanecarboxylate

Procedure

Using the procedure of Example 14, each of 4-fluoro-3-phenoxybenzyl alcohol and 2-fluoro-5-phenoxybenzyl alcohol is reacted with 3-(i-butoxy)-2,2-dimethylcyclopropanecarboxylic acid to yield 4-fluoro-3-phenoxybenzyl 3-(i-butoxy)-2,2-dimethylcyclopropanecarboxylate and 2-fluoro-5-phenoxybenzyl 3-(i-butoxy)-2,2-dimethylcyclopropanecarboxylate.

Sources & evidence

ORD record
ord-3728e506000b471c9235231062fcac3b
Source dataset
uspto-grants-1980_09
Patent number
US04225533

Reaction notes

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