2,2-Dimethyl-3-(3-propoxy-3-oxo-1-propenyl)-cyclopropane-carboxylic acid → 2,2-Dimethyl-3-(3-propoxy-3-oxo-1-propenyl)-cyclopropane-carboxylic acid

HRID 1762601Notes

Reaction equation

HRID 1762601 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]>C1(C)C=CC=CC=1>[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].[CH3:1][C:2]1([CH3:16])[CH:4]([CH:5]=[CH:6][C:7]([O:9][CH3:10])=[O:8])[CH:3]1[C:13]([O-:15])=[O:14]

Participants

4

Reactant 1

HCID 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

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

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) α-cyano-(3-benzoyl-phenyl)-methanol were reacted to obtain (RS) α-cyano-(3-benzoyl-phenyl)-methyl (1R, cis ΔZ) 2,2-dimethyl-3-(3-methoxy-3-oxo-1-propenyl)-cyclopropane-carboxylate with a specific rotation of [α]D20 =+43°±1° (c=1% in toluene).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-a712b2e3a15f442297e131904e4015bf
Source dataset
uspto-grants-1989_05
Patent number
US04833163

Reaction notes

Loading…