Hydrochloric Acid → N-Methoxy-N-methylbutyramide

HRID 573553Notes

Reaction equation

HRID 573553 reaction equation
[C:1](Cl)(=[O:5])[CH2:2][CH2:3][CH3:4].[CH3:7][NH:8][O:9][CH3:10].N1C=CC=CC=1.Cl>C(Cl)Cl>[CH3:7][N:8]([O:9][CH3:10])[C:1](=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

6

Procedure

To a stirred solution of butanoyl chloride (5.33 g, 50 mmol) and N,O-dimethylhydroxylamine (5.36 g, 55.0 mmol) in DCM (100 mL) at 0° C., was added dropwise pyridine (8.90 mL, 110 mmol). The resulting mixture was stirred for 1.5 h at RT, followed by work-up using aqueous HCl (2.0M) (100 mL) and DCM (200 mL), to afford the title compound (6.02 g) which was carried over to next step without further purification. LCMS (B) m/z: 132 [M+1]+, Rt 1.74 min.

Sources & evidence

ORD record
ord-f5b50a4b4a3148e496408dc44398cdb0
Source dataset
uspto-grants-2015_05
Patent number
US09029545B2

Reaction notes

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