HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-{4-[(Tert-butoxycarbonyl)amino]phenyl}propyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 3-(4-Tert-butoxycarbonylaminophenyl)propanol | HCID 21994013 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-{4-[(Tert-butoxycarbonyl)amino]phenyl}propyl methanesulfonate | HCID 21993627 | 92% |
Reaction Steps
tert-Butyl 4-(3-hydroxypropyl)phenylcarbamate (327 mg, 1.301 mmol) in DCM (15 ml) was cooled in an ice-bath. Triethylamine (0.23 ml, 1.626 mmol) was added, and then methanesulfonyl chloride (164 mg, 1.431 mmol) was added. The mixture was stirred overnight and the temperature was allowed going up to room temperature. It was then washed with water, sodium hydrogencarbonate aqueous solution (1%), water and brine and dried with magnesium sulfate. Evaporation in vacuum to remove the solvent gave the desired product (394 mg), yield 92%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169810B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-1e3ee5b0a1664b63aabe94ef44f9b7f0 |
| Source note | uspto-grants-2007_01 |