HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-((Tert-butoxycarbonyl)amino)propyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | tert-butyl N-(3-hydroxypropyl)carbamate | HCID 3838134 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-((Tert-butoxycarbonyl)amino)propyl methanesulfonate | HCID 11414109 | — |
Reaction Steps
MsCl (6.5 mL, 84 mmol) was added slowly to a solution of Et3N (16.0 mL, 114 mmol) and (3-hydroxy-propyl)-carbamic acid tert-butyl ester (13.4 g, 76.5 mmol) in CH2Cl2 (200 mL) at 0° C. (bath temp). The reaction mixture was stirred at rt for 2 h and then quenched with H2O (100 mL). The aqueous layer was extracted with CH2Cl2 and the organic fractions were then dried (MgSO4) and concentrated in vacuo. The title compound was isolated as a colorless oil: yield 18.9 g (98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895534B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-233687a32ed04d5ea5ce2b098b091095 |
| Source note | uspto-grants-2014_11 |