Reaction equation
[NH3:1].O.[I-].[NH4+].[CH3:5][CH:6]=[CH:7][CH3:8]>CC(CC)=O.C(O)CCC.C(O)(CC)C>[CH:6]([NH2:1])([CH2:7][CH3:8])[CH3:5].[CH:6]([NH:1][CH:6]([CH2:7][CH3:8])[CH3:5])([CH2:7][CH3:8])[CH3:5].[CH2:5]([NH2:1])[CH2:6][CH2:7][CH3:8]Participants
10
Conditions
- Temperature
- 335 °C
Procedure
A mixture of 18.1 g (1.1 moles) of anhydrous ammonia, 27.5 g (0.5 mole) of cis, trans-2-butenes, 79.1 g of water and 43.5 g (0.10 mole) of ammonium iodide were charged to a 300 cm3 stainless steel autoclave. The autoclave was heated to 335° C. and held there for five hours with agitation; the maximum system pressure was 3,100 psig. A total of 3.3 g of mono-sec-butylamine, 0.01 g of di-sec-butylamine, 0.42 g of mono-n-butylamine, 1.29 g of sec-butyl alcohol, 0.06 g n-butyl alcohol, 0.35 g methylethylketone and 0.93 g of a hydrocarbon oil were obtained, corresponding to a 2-butene conversion of 19.9%, an amines yield of 52.1%, an alcohol yield of 25.9%, MEK yield of 5.0% and an oil yield of 17.0%.
Sources & evidence
- ORD record
- ord-11cbb2114530425ca34d27d0563c50cd
- Source dataset
- uspto-grants-1989_05
- Patent number
- US04827031
Linked notes
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