HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 13891073, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Phenylethanethiol | HCID 78126 | — |
| Reactant | 4(S)-isobutyl-5(S)-(2-mesyloxyethyl)-2-oxazolidinone | HCID 13891069 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 13891073 | HCID 13891073 | 98.6% |
Reaction Steps
To a 0° C. solution of 4(S)-isobutyl-5(S)-(2-mesyloxyethyl)-2-oxazolidinone (500 mg, 1.88 mmol) and phenethyl mercaptan (273 mg, 1.98 mmol) in THF (6 mL) was added NaH (95 mg, 1.98 mmol of a 50% dispersion) all at once. The reaction was stirred for 3 hours at room temperature and then distributed between methylene chloride and brine solution. The organic layer was washed with brine solution, dried over MgSO4 and evaporated. The residue was chromatographed on silica gel eluting with 65/35 hexane=ethyl acetate to give 570 mg (98%) of product as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04857507 |
| Source dataset | uspto-grants-1989_08 |
| ORD ID | ord-14b36b7a8e4941f1b99dad23787d8df5 |
| Source note | uspto-grants-1989_08 |