(RS) cyano (2,3,4,5,6-pentafluoro-phenyl)methanol → 2,2-Dimethyl-3-(3-propoxy-3-oxo-1-propenyl)-cyclopropane-carboxylic acid

HRID 1762604Notes

Reaction equation

HRID 1762604 reaction equation
[CH3:1][C:2]1([CH3:16])[CH:4]([CH:5]=[CH:6][C:7]([O:9][CH2:10][CH2:11][CH3:12])=[O:8])[CH:3]1[C:13]([OH:15])=[O:14].[CH3:17][C:18]1([CH3:30])[CH:20]([CH:21]=[CH:22][C:23]([O:25][CH3:26])=[O:24])[CH:19]1[C:27]([OH:29])=[O:28].C(C(C1C(F)=C(F)C(F)=C(F)C=1F)O)#N>>[CH3:16][C:2]1([CH3:1])[CH:4]([CH:5]=[CH:6][C:7]([O:9][CH2:10][CH2:11][CH3:12])=[O:8])[CH:3]1[C:13]([OH:15])=[O:14].[CH3:17][C:18]1([CH3:30])[CH:20]([CH:21]=[CH:22][C:23]([O:25][CH3:26])=[O:24])[CH:19]1[C:27]([O-:29])=[O:28]

Participants

5

Reactant 3

HCID 23245337(RS) cyano (2,3,4,5,6-pentafluoro-phenyl)methanolHCID 545573312,2-Dimethyl-3-(3-methoxy-3-oxo-1-propenyl) cyclopropanecarboxylic acidHCID 545705842,2-Dimethyl-3-(3-propoxy-3-oxo-1-propenyl)-cyclopropane-carboxylic acid

Product 2

HCID 545705842,2-Dimethyl-3-(3-propoxy-3-oxo-1-propenyl)-cyclopropane-carboxylic acidHCID 867430702,2-Dimethyl-3-(3-methoxy-3-oxo-1-propeny)-cyclopropane-carboxylate

Procedure

Using the procedure of Example 9, (1R, cis, ΔZ)-2,2-dimethyl-3-(3-methoxy-3-oxo-1-propenyl)-cyclopropane-carboxylic acid and (RS) cyano (2,3,4,5,6-pentafluoro-phenyl)methanol were reacted to obtain (RS) cyano (2,3,4,5,6-pentafluoro-phenyl)-methyl (1R, cis, ΔZ) 2,2-dimethyl-3-(3-methoxy-3-oxo-1-propeny)-cyclopropane-carboxylate.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-55cb1781aba7452e8990d374b9b7c09b
Source dataset
uspto-grants-1989_05
Patent number
US04833163

Reaction notes

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