Pentyl nitrite → Amyl Acetate
Reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6]N=O.[CH2:9]=[C:10]=[O:11].[C]=O>ClC1C=CC=CC=1>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:10]([CH3:9])=[O:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To the same reaction vessel as in Example 9 were charged bistriphenylphosphinedibromopalladium (0.791 g, 1 mmole), stannous bromide (0.558 g, 2 mmoles) and tetra-n-ethylammonium bromide (0.420 g, 2 mmoles), together with n-amyl nitrite (50 ml, 356.0 mmoles) and chlorobenzene (200 ml). Then, nitrogen gas containing 10.0 vol.% of ketene and carbon monooxide were introduced to the mixture at the rate of 116.1 ml/min and 200 ml/min, respectively, and the reaction was performed at 90° C. for 3 hours. The reaction mixture was analyzed to reveal that di-n-amyl malonate (63.0 mmoles, 49.4%) and n-amyl acetate (36.5 mmoles, 28.3%) were obtained.
Workup
- additionwere introduced to the mixture at the rate of 116.1 ml/min and 200 ml/min
Sources & evidence
- ORD record
- ord-b705953890c14bcbb6e34580fdd964c9
- Source dataset
- uspto-grants-1985_09
- Patent number
- US04539423
Reaction notes
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