Reaction equation
[CH3:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:14][OH:15].[CH3:16][C:17]1([CH3:27])[CH:19]([CH:20]=[C:21]([CH3:23])[CH3:22])[CH:18]1[C:24](Cl)=[O:25].CCCCCC>N1C=CC=CC=1.C(OCC)C>[CH3:16][C:17]1([CH3:27])[CH:19]([CH:20]=[C:21]([CH3:22])[CH3:23])[CH:18]1[C:24]([O:15][CH2:14][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:2]=1[CH3:1])=[O:25]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 2.97 g (15.0 mmol) of (2-methyl-3phenylphenyl)methanol in 1.5 ml of pyridine and 10 ml of diethyl ether, was dropwise added to a solution of 2.80 g (15.0 mmol) of 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarbonyl chloride in 10 ml of diethyl ether, and the mixture was stirred at room temperature for 3 hours. After an addition of 20 ml of hexane thereto, the inorganic salt was filtered off, and the filtrate was concentrated under reduced pressure. The product was purified by column chromatography (silica gel, dichloromethane/hexane=1/2) to obtain 4.23 g of (2-methyl-3-phenylphenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate as a colorless oil.
Workup
- filtrationthe inorganic salt was filtered off
- concentrationthe filtrate was concentrated under reduced pressure
- customThe product was purified by column chromatography (silica gel, dichloromethane/hexane=1/2)
Sources & evidence
- ORD record
- ord-a77edb3fb18444be9245c48ecc90efb5
- Source dataset
- uspto-grants-1989_09
- Patent number
- US04864052
Linked notes
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