HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → HCID 58674936, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | Tert-butyl (6-(hydroxymethyl)pyridin-2-yl)carbamate | HCID 19349090 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58674936 | HCID 58674936 | 84.2% |
Reaction Steps
(6-Hydroxymethyl-pyridin-2-yl)-carbamic acid tert-butyl ester (0.85 g, 3.79 mmol) was dissolved in dichloromethane (30.00 ml) and triethylamine (1.32 ml) and treated with dimethylaminopyridine (0.09 g, 0.76 mmol) and acetic anhydride (0.43 g, 4.17 mmol). The mixture was stirred at room temperature for 10 min, then partitioned between water and dichloromethane. The organic layer was dried over sodium sulphate and evaporated. The residue was purified by flash chromatography (heptane/ethyl acetate) to yield acetic acid 6-tert-butoxycarbonylamino-pyridin-2-ylmethyl ester (0.85 g, 84%) as a white solid, MS (ISP): m/e=267.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678815B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-966f3bd02db6414a98f8bdebc1893507 |
| Source note | uspto-grants-2010_03 |