a Farnesol → 3,7,11-Trimethyldodeca-2,6,10-trienyl 2-phenylacetate
Reaction equation
[OH:1][CH2:2][CH:3]=[C:4]([CH2:6][CH2:7][CH:8]=[C:9]([CH2:11][CH2:12][CH:13]=[C:14]([CH3:16])[CH3:15])[CH3:10])[CH3:5].[C:17]1([CH2:23][C:24](Cl)=[O:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[C:17]1([CH2:23][C:24]([O:1][CH2:2][CH:3]=[C:4]([CH2:6][CH2:7][CH:8]=[C:9]([CH2:11][CH2:12][CH:13]=[C:14]([CH3:16])[CH3:15])[CH3:10])[CH3:5])=[O:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1Participants
3
Procedure
A mixture of farnesol (440 mg, 2 mmol) and phenylacetyl chloride (584 mg, 7.8 mmol) was refluxed for 2.5 hours. Extraction with hexane, and purification yielded 368 mg (yield: 54%) of oil having the following physical properties.
Workup
- temperaturewas refluxed for 2.5 hours
- extractionExtraction
- customwith hexane, and purification