3-Formyl-2,2-dimethylcyclopropane-1-carboxylic acid → 3-Formyl-2,2-dimethylcyclopropane-1-carboxylic acid

HRID 1154406Notes

Reaction equation

HRID 1154406 reaction equation
[CH3:1][C:2]1([CH3:10])[CH:4]([CH:5]=[O:6])[CH:3]1[C:7]([OH:9])=[O:8].[CH3:11][C:12]1([CH3:26])[CH:14](/[CH:15]=[C:16](\[F:22])/[C:17](=[O:21])[O:18]CC)[CH:13]1[C:23]([O-:25])=[O:24]>>[CH3:1][C:2]1([CH3:10])[CH:4]([CH:5]=[O:6])[CH:3]1[C:7]([OH:9])=[O:8].[CH3:11][C:12]1([CH3:26])[CH:14](/[CH:15]=[C:16](\[F:22])/[C:17](=[O:18])[OH:21])[CH:13]1[C:23]([O-:25])=[O:24]

Participants

4

Reactant 2

HCID 1794493-Formyl-2,2-dimethylcyclopropane-1-carboxylic acidHCID 86739806HCID 86739806, compound

Product 2

HCID 1794493-Formyl-2,2-dimethylcyclopropane-1-carboxylic acidHCID 86739805HCID 86739805, compound

Procedure

Using the procedure of Step A of Example 14, (S)α-cyano-3-phenoxy-benzyl (1R, trans) 2,2-dimethyl-3(Z)-[2-fluoro-3-oxo-3-ethoxy-propenyl]-cyclopropane-1-carboxylate was reacted to obtain (S)α-cyano-3-phenoxy-benzyl (1R, trans) 2,2-dimethyl-3(Z)-[2-fluoro-3-oxo-3-hydroxy-propenyl]-cyclopropane-1-carboxylate which was reacted by the process of Step B of Example 14 to obtain (S)α-cyano-3-phenoxy-benzyl (1R, trans) 2,2-dimethyl-3(Z)-[2-fluoro-3-oxo-3-methoxy-propenyl]-cyclopropane-1-carboxylate with a specific rotation of [α]D20 =+15.5°±2.5° (c=0.3% in chloroform).

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-b44f5a7cbfd04a42b4a1500bfa6164f5
Source dataset
uspto-grants-1984_12
Patent number
US04489093

Reaction notes

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