2-Methyl-2-butanol → HCID 86751154, compound

HRID 2257483Notes

Reaction equation

[C:1]([OH:20])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:21](O)([CH2:24][CH3:25])([CH3:23])[CH3:22]>O>[C:1]([O:20][C:21]([CH2:24][CH3:25])([CH3:23])[CH3:22])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

Conditions

Temperature: 60 °C

Procedure

Oleic acid (purity greater than 99%; 828 mg) was mixed with t-amyl alcohol (purity greater than 99%; 258 mg) together with 23 mg of distilled water. To this was added 62.5 mg of immobilised Candida antarctica liplase A (code SP433, ex Novo Industri, Denmark) as in Example I. The temperature of the reaction mixture was raised to 60° C. After 22 hours the amount of t-amyl oleate formed in the reaction was determined by GC analysis of the sample. 70.4 mg was removed and the mixture eluted down an alumina column (basic activity 2) to remove free fatty acid, using 60-80 petroleum ether as the eluant. 2.5 mg of eicosane was used as an internal standard for GC analysis. A final product yield of 14.8% based on oleic acid was achieved. Confirmation of the product identity was by GCMS.

Workup

additionTo this was added 62.5 mg of immobilised Candida antarctica liplase A (code SP433, ex Novo Industri, Denmark) as in Example I

Sources & evidence

ORD record: ord-68bcc665eaa24d9aadf170ec10141ce0
Source dataset: uspto-grants-1997_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05658769

Reaction notes

Loading…