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

HRID 1762627Notes

Reaction equation

HRID 1762627 reaction equation
[CH3:1][C:2]1([CH3:17])[CH:4]([CH:5]=[CH:6][C:7]([O:9][CH2:10][CH:11]2[CH2:13][CH2:12]2)=[O:8])[CH:3]1[C:14]([OH:16])=[O:15].[CH:18]1C=CC=CC=1>>[CH3:1][C:2]1([CH3:17])[CH:4]([CH:5]=[CH:6][C:7]([O:9][CH2:10][CH:11]2[CH2:13][CH2:12]2)=[O:8])[CH:3]1[C:14]([OH:16])=[O:15].[CH3:17][C:2]1([CH3:1])[CH:4]([CH:5]=[CH:6][C:7]([O:9][CH:10]2[CH2:11][CH2:13][CH2:12][CH2:18]2)=[O:8])[CH:3]1[C:14]([O-:16])=[O:15]

Participants

4

Reactant 2

HCID 241BenzeneHCID 539155962,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acid

Product 2

HCID 539155962,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acidHCID 73675574HCID 73675574, compound

Procedure

Using the procedure of Example 9, (1R, cis, ΔZ) 2,2-dimethyl-3-(3-cyclopentyloxy-3-oxo-1-propenyl)-cyclopropane-carboxylic acid and (RS) cyano-2-(6-phenoxy-6-pyridinyl)-methanol were reacted to obtain (RS) cyano-2-(6-phenoxy-6-pyridinyl)-methyl (1R, cis, ΔZ) 2,2-dimethyl-3-(3-cyclopentyloxy-3-oxo-1-propenyl)-cyclopropane-carboxylate with a specific rotation of [α]D20 =+42°±1° (c=0.9% in benzene).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-389ba83f5bcf4dec8e51b7d27737f5e9
Source dataset
uspto-grants-1989_05
Patent number
US04833163

Reaction notes

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