a Farnesol → Farnesyl isobutyrate

HRID 129031

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](Cl)(=[O:21])[CH:18]([CH3:20])[CH3:19]>>[C:17]([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:21])[CH:18]([CH3:20])[CH3:19]

Participants

Reactant 2

HCID 3327a Farnesol

HCID 62325Isobutyryl chloride

Product 1

HCID 53690780Farnesyl isobutyrateYield 7.8%

Procedure

A mixture of farnesol (356 mg, 1.6 mmol) and isobutyryl chloride (407 mg, 3.8 mmol) was refluxed for 2 hours. Extraction with hexane, and purification yielded 35.9 mg (yield: 7.8%) of oil having the following physical properties.

Workup

temperaturewas refluxed for 2 hours
extractionExtraction
customwith hexane, and purification

Sources & evidence

ORD record: ord-62198d5ca2b64db4ba0d8e928998ba71
Source dataset: uspto-grants-1995_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05466718

Linked notes

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