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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Chlorobutyryl chloride | HCID 78370 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-chloro-N-methoxy-N-methylbutyramide | HCID 11252200 | 95% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07547779B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-165acbcc33d04313bc0fc985d7dd3436 |
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| Source note | uspto-grants-2009_06 |
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