HuagongsheHuagongshe Chemistry Print Report · For research reference only
[2-tert-Butoxycarbonylamino-2-(4-fluoro-phenyl)-ethylsulfanyl]-acetic acid methyl ester → 5-(4-Fluoro-phenyl)-thiomorpholin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | [2-tert-Butoxycarbonylamino-2-(4-fluoro-phenyl)-ethylsulfanyl]-acetic acid methyl ester | HCID 58200302 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 5-(4-Fluoro-phenyl)-thiomorpholin-3-one | HCID 58200283 | 100.7% |
Reaction Steps
A solution of [2-tert-butoxycarbonylamino-2-(4-fluoro-phenyl)-ethylsulfanyl]-acetic acid methyl ester (3.23 g, 9.4 mmol) in trifluoroacetic acid (10 mL) was stirred at 50° C. for 10 hours. The solution was then concentrated under reduced pressure, and the residue was partitioned between saturated aqueous sodium bicarbonate and dichloromethane. The organic layer was separated, dried (Na2SO4), filtered and concentrated under reduced pressure to give 2.0 g of 5-(4-fluoro-phenyl)-thiomorpholin-3-one, MP=111-112° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871760B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-639b13e750a24b7a958ef592185abbcf |
| Source note | uspto-grants-2014_10 |