HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-(3-Tert-butoxycarbonylaminophenyl)propyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | tert-butyl N-(3-(3-hydroxypropyl)phenyl)carbamate | HCID 21993723 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(3-Tert-butoxycarbonylaminophenyl)propyl methanesulfonate | HCID 21993985 | 82.4% |
Reaction Steps
A mixture of 3-(3-tert-butoxycarbonylaminophenyl)propanol (3.24 g, 12.9 mmol), methanesulfonylchloride (1.63 g, 14.2 mmol), triethylamine (1.44 g, 14.2 mmol) and ethyl acetate (50 ml) was stirred at room temperature for 1 hour. Then the reaction mixture was diluted with ethyl acetate and successively washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed on silica gel (50 g) with hexane-ethyl acetate (3:1) to give 3-(3-tert-butoxycarbonylaminophenyl)propyl methanesulfonate as a colorless oil (3.50 g, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06235731B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-5b28f644dd694cb5b0dcde2346ec6832 |
| Source note | uspto-grants-2001_05 |