Butylamine → N-Butylmethacrylamide
Reaction equation
[CH2:1]([NH2:5])[CH2:2][CH2:3][CH3:4].[C:6](Cl)(=[O:10])[C:7]([CH3:9])=[CH2:8]>C1COCC1>[CH2:1]([NH:5][C:6](=[O:10])[C:7]([CH3:9])=[CH2:8])[CH2:2][CH2:3][CH3:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 5 °C
Procedure
In a 1 liter 3-necked flask were combined 400 ml dry THF and 40 ml distilled n-butylamine (0.405 mol). After cooling to 5° C. in an ice bath, 20 ml (0.205 mol) methacryloyl chloride was added slowly so as to keep the temperature below 10° C. The precipitate was removed by filtration, and the filtrate concentrated on a rotary evaporator. 1 g DNPD was added and the oil distilled at 76°-78° C. and 20 m torr. Yield 24.3 g (84%).
Workup
- customIn a 1 liter 3-necked flask were combined
- customthe temperature below 10° C
- customThe precipitate was removed by filtration
- concentrationthe filtrate concentrated on a rotary evaporator
- addition1 g DNPD was added
- distillationthe oil distilled at 76°-78° C.
Sources & evidence
- ORD record
- ord-ed2f99d572ba441ea7927338c4b4af02
- Source dataset
- uspto-grants-1986_06
- Patent number
- US04596858
Reaction notes
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