Heptane → Amyl Acetate
Reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6]N=O.CCCCCCC.[CH2:16]=[C:17]=[O:18].[C]=O>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.CN1CCCC1=O>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:17]([CH3:16])=[O:18]Participants
7
Procedure
To the same reaction vessel as in Example 9 were charged bistriphenylphosphinedibromopalladium (0.198 g, 0.25 mmole), stannous chloride (0.095 g, 0.5 mmole), tetra-n-butylammonium chloride (0.139 g, 0.5 mmole) and n-amyl nitrite (70 ml, 474.4 mmoles), together with n-heptane (150 ml) and N-methylpyrrolidone (50 ml). Then, ketene, carbon monooxide and nitrogen were introduced to the mixture at the rate of 10.1 ml/min (0.45 mmole/min), 300 ml/min and 100 ml/min, respectively, and the reaction was effected at 90° C. for 5 hours. The reaction product was analyzed by gas chromatography, revealing that di-n-amyl malonate (82.3 mmoles, 60.7%) and n-amyl acetate (25.5 mmoles, 18.8%) were obtained.
Sources & evidence
- ORD record
- ord-a7cd6bdb11dd4f14b1023ffe81e65b73
- Source dataset
- uspto-grants-1985_09
- Patent number
- US04539423
Reaction notes
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