Hydroxylamine → HCID 178450469, compound
Reaction equation
[Cl:1][CH2:2][CH2:3][O:4][CH2:5][C:6]([CH3:10])([CH3:9])[C:7]#[N:8].[NH2:11][OH:12]>CCO>[Cl:1][CH2:2][CH2:3][O:4][CH2:5][C:6]([CH3:10])([CH3:9])[C:7]([NH:11][OH:12])=[NH:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 77.5 °C
Procedure
3-(2-Chloroethoxy)-2,2-dimethylpropanenitrile (6.1 g, 37.7 mmol) was placed together with 50% aqueous hydroxylamine (3.1 g, 37.7 mmol) in 60 mL EtOH and warmed at 75-80° C. with stirring for 18 h. The solution was concentrated and then azeotroped with EtOH to provide (9.4 g, ˜80% pure) of the title compound as a gum. 1H NMR (300 MHz, CDCl3) δ: 1.17 (s, 6H), 3.40 (s, 2H), 3.58-3.73 (m, 4H), 5.16 (s, 2H). LC/MS (M+H): 195.
Workup
- concentrationThe solution was concentrated
- customazeotroped with EtOH
Sources & evidence
- ORD record
- ord-1dbcdd2d67d547a693af5520e520b44b
- Source dataset
- uspto-grants-2011_10
- Patent number
- US08039458B2
Reaction notes
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