HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 86760615, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-(Acetylsulfanyl)propanoyl chloride | HCID 12943122 | — |
| Reactant | 117856-39-0 | HCID 86621252 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86760615 | HCID 86760615 | 75.2% |
Reaction Steps
The solution of 15 g (89.5 mmol) of N-methylalanine ethyl ester-hydrochloride in 850 ml of anhydrous tetrahydrofuran is mixed at 23° C. with 4.1 g of an approximately 60% sodium hydride dispersion and, after 3 hours, with 23.5 g of 3-acetylsulfanyl-propanoic acid chloride. It is allowed to react for two days, mixed with saturated sodium bicarbonate solution, and extracted several times with ethyl acetate. The combined organic extracts are washed with saturated sodium chloride solution, dried over sodium sulfate, and the residue that is obtained after filtration and removal of the solvent is purified by chromatography on fine silica gel. 17.6 g (67.3 mmol, 75%) of the title compound is isolated as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07335775B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-27a0a73ea9004911afff0eb8fa500f3c |
| Source note | uspto-grants-2008_02 |