HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732279Generated: October 30, 2026
Methyl chloroformate → HCID 61056118, compound
https://huagongshe.com/reaction/732279
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Aminopiperidine-4-carboxylic acid--hydrogen chloride (1/2) | HCID 22907088 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 61056118 | HCID 61056118 | — |
Reaction Steps
(1-Methyl-4-methylamino-piperidin-4-yl)-methanol is prepared from 4-amino-piperidine-4-carboxylic acid 2HCl. Methyl chloroformate (0.40 g, 4.2 mmol) is added dropwise to a mixture of 4-amino-piperidine-4-carboxylic acid 2HCl (0.278 g, 1.28 mmol) and Et3N (0.713 g, 7.04 mmol) in THF (10 ml) at room temperature. After 16 h, the reaction mixture is filtered, rinsed with EtOAc and concentrated. A solution of LAH in THF (5 ml of a 1 M solution) is added to the residue. After stirring at reflux for 4 h, the reaction mixture is cooled to 0° C. and carefully quenched with Na2SO4.10H2O. After warming to room temperature the reaction mixture is diluted with EtOAc and filtered through Celite. The filtrate is concentrated to give (1-methyl-4-methylamino-piperidin-4-yl)-methanol which is carried forward without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07585975B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-8d343d87b52b41f5af8d26513d152a07 |
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| Source note | uspto-grants-2009_09 |
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