a Farnesol → 3,7,11-Trimethyldodeca-2,6,10-trienyl 2-phenylacetate

HRID 129032

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]=1

Participants

Reactant 2

HCID 3327a Farnesol

HCID 7679Phenylacetyl chloride

Product 1

HCID 542166103,7,11-Trimethyldodeca-2,6,10-trienyl 2-phenylacetateYield 54%

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

Sources & evidence

ORD record: ord-1d1526befd3a4af7a497eab7cf9d512e
Source dataset: uspto-grants-1995_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05466718

Linked notes

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