1-Octanol → Octyl Acetate
Reaction equation
C(N(CC)CC)C.[CH2:8]([OH:16])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[C:17](OC=C)(=[O:19])[CH3:18].C(OCCCCCCCC)=C>C1(C)C=CC=CC=1>[C:17]([O:16][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])(=[O:19])[CH3:18]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
To a mixture of di-μ-chlorobis(1,5-cyclooctadiene)diiridium(I) [Ir(cod)Cl]2 (0.01 mmol) and triethylamine (0.6 mmol) in toluene (1.0 ml), 1-octanol (130 mg, 1 mmol) and vinyl acetate (2 mmol) were added, followed by stirring at 100° C. in an atmosphere of argon gas for 2 hours. The reaction mixture was analyzed by gas chromatography to find that 1-octyl vinyl ether and octyl acetate were produced in yields of 19% and 2%, respectively, with a conversion from 1-octanol of 30%.
Workup
- additionwere added
Sources & evidence
- ORD record
- ord-a0d8f2c0bcb84cc8bc7bda50ca92ca8c
- Source dataset
- uspto-grants-2006_07
- Patent number
- US07074970B2
Reaction notes
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