Methanamine, N-methoxy-, hydrochloride (1:1) → HCID 15158208, compound
Reaction equation
Cl.[CH3:2][NH:3][O:4][CH3:5].[CH:6]1([CH2:11][C:12](Cl)=[O:13])[CH2:10][CH2:9][CH2:8][CH2:7]1>ClC(Cl)C>[CH3:5][O:4][N:3]([CH3:2])[C:12](=[O:13])[CH2:11][CH:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
N,O-Dimethylhydroxylamine hydrochloride (13 g, 0.12mole) was stirred in 250 mls of dichloroethane and cooled to 0° C. under argon. Triethylanime (25 g, 0.25mole) was added dropwise over 15 minutes and the mixture stirred cold for 30 minutes. The acid chloride of Example A (15 g,0.1mole) was dissolved in dichloroethane (50 mls) and added at 0° C. over 1/2 hour to the mixture. The mixture was then stirred for an additional hour at 0° C. The mixture was allowed to warm to room temperature over 2 hours and the solvent was removed in vacuo. The residue was treated with 100 mls of ethyl acetate/ether (25:75) and the triethylamine hydrochloride filtered. The filtrate was stripped of solvent and the residue distilled at 0.1 mm Hg, b.p.=62°-63° C. to give 12 g (70% yield) of the title compound.
Workup
- additionTriethylanime (25 g, 0.25mole) was added dropwise over 15 minutes
- additionadded at 0° C. over 1/2 hour to the mixture
- stirringThe mixture was then stirred for an additional hour at 0° C
- temperatureto warm to room temperature over 2 hours
- customthe solvent was removed in vacuo
- additionThe residue was treated with 100 mls of ethyl acetate/ether (25:75)
- filtrationthe triethylamine hydrochloride filtered
- distillationthe residue distilled at 0.1 mm Hg, b.p.=62°-63° C.
Sources & evidence
- ORD record
- ord-9e67c0a968b94c6cbe71e2f98b34b4dc
- Source dataset
- uspto-grants-1991_01
- Patent number
- US04988707
Reaction notes
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