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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1986387Generated: October 30, 2026

Pyridine → 4-chloro-N-methoxy-N-methylbutyramide

https://huagongshe.com/reaction/1986387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant4-Chlorobutyryl chlorideHCID 78370—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
Product4-chloro-N-methoxy-N-methylbutyramideHCID 1125220095%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 4-chlorobutanoyl chloride (5.64 g, 40.0 mmol) and a N,O-dimethylhydroxylamine hydrochloride (3.91 g, 40.0 mmol) in CH2Cl2 (80 mL) at 0° C., was added pyridine (7.2 ml, 88.0 mmol) in CH2Cl2 (30 mL). This mixture was kept stirring at 0° C. for 1 h, then warmed to rt. The reaction mixture then diluted with Et2O (200 mL), washed with saturated 1N HCl (2×), saturated NaHCO3 solution and brine, dried over Na2SO4, filtered and concentrated to afford the title compound as a colorless oil (6.28 g, 95%). MS (ES+) m/e 166 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07547779B2
Source datasetuspto-grants-2009_06
ORD IDord-165acbcc33d04313bc0fc985d7dd3436
Source noteuspto-grants-2009_06