HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67218707, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Hydroxypyrrolidine | HCID 98210 | — |
| Reactant | 5-Chloro-4-nitrothiophene-2-sulfonyl chloride | HCID 2735783 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67218707 | HCID 67218707 | 36.3% |
Reaction Steps
To a stirred solution of (RS)-3-pyrrolidinol (0.75 g, 8.6 mmol) in THF (18 ml) was added at room temperature 5-chloro-4-nitrothiophene-2-sulfonyl chloride (1.5 g, 5.72 mmol) and triethylamine (0.88 ml, 6.3 mmol). The light yellow suspension was stirred at room temperature for 17 h, and evaporated. The crude product was further purified by column chromatography on silica gel (ethyl acetate), and subsequent crystallization from dichloromethane/MeOH/hexane to yield (RS)-1-(5-chloro-4-nitro-thiophene-2-sulfonyl)-pyrrolidin-3-ol (0.65 g, 36%) as a yellow solid. MS (EI) 312.0 [(M)+], mp 96° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07361659B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-b53eaa4bacb745aeb72c1ef7fca9625b |
| Source note | uspto-grants-2008_04 |