(R)alpha-methyl-3-phenoxy-benzyl (IR,cis) 2,2-dimethyl-3-[(Z) 3-hydroxy-3-oxo-1-propenyl]-cyclopropane-carboxylate → (R)alpha-methyl-3-phenoxy-benzyl (IR,cis) 2,2-dimethyl-3-[(Z) 3-oxo-3-(2-methoxyethoxy)-1-propenyl]-cyclopropane-carboxylate

HRID 1639448Notes

Reaction equation

HRID 1639448 reaction equation
[CH3:1][C:2]1([CH3:28])[C@@H:4](/[CH:5]=[CH:6]\[C:7]([OH:9])=[O:8])[C@H:3]1[C:10]([O:12][C@H:13]([CH3:27])[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:15]=1)=[O:11]>COCCO>[CH3:1][C:2]1([CH3:28])[C@@H:4](/[CH:5]=[CH:6]\[C:7](=[O:9])[O:8][CH2:3][CH2:10][O:12][CH3:13])[C@H:3]1[C:10]([O:12][C@H:13]([CH3:27])[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:15]=1)=[O:11]

Participants

3

Reactant 1

HCID 86743536(R)alpha-methyl-3-phenoxy-benzyl (IR,cis) 2,2-dimethyl-3-[(Z) 3-hydroxy-3-oxo-1-propenyl]-cyclopropane-carboxylate

Product 1

HCID 70489338(R)alpha-methyl-3-phenoxy-benzyl (IR,cis) 2,2-dimethyl-3-[(Z) 3-oxo-3-(2-methoxyethoxy)-1-propenyl]-cyclopropane-carboxylate

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

The product of Step C was reacted with 2-methoxyethanol to obtain (R)α-methyl-3-phenoxy-benzyl (IR,cis) 2,2-dimethyl-3-[(Z) 3-oxo-3-(2-methoxyethoxy)-1-propenyl]-cyclopropane-carboxylate.

Sources & evidence

ORD record
ord-56f17913ec37454d9c7a3b715603663f
Source dataset
uspto-grants-1989_11
Patent number
US04883806

Reaction notes

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