HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → (4-Chloro-2-hydroxymethyl-phenyl)-carbamic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 2-Amino-5-chlorobenzyl alcohol | HCID 586754 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (4-Chloro-2-hydroxymethyl-phenyl)-carbamic acid ethyl ester | HCID 58834345 | — |
Reaction Steps
To a solution of (2-amino-5-chloro-phenyl)-methanol (1.58 g, 10 mmol, 1 equiv) in 15 mL of DCM was slowly added ethyl chloroformate (1.05 mL, 1.1 equiv) and pyridine (1.2 mL, 1.5 equiv). After stirring for 1 h, the resultant mixture was diluted with EtOAc and washed with water. The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo to provide the crude product, (4-Chloro-2-hydroxymethyl-phenyl)-carbamic acid ethyl ester (71), which was used in subsequent reactions without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07790726B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-6d1b61845b72467198110849ac1dfade |
| Source note | uspto-grants-2010_09 |