HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(2-propynyl)-2-pyrrolidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | (S)-4-hydroxy-1-(2-propynyl)-2-pyrrolidinone | HCID 15046658 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(2-propynyl)-2-pyrrolidinone | HCID 15086816 | 93.8% |
Reaction Steps
A mixture of 25 g of (S)-4-hydroxy-1-(2-propynyl)-2-pyrrolidinone, 39.8 g of t-butyldimethylsilyl chloride and 38.5 ml of triethylamine in 200 ml of dichloromethane was stirred under argon overnight. The mixture was washed with 300 ml of water, dried and evaporated. The residual oil was purified by chromatography, (silica gel) giving 42.7 g of (S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(2-propynyl)-2-pyrrolidinone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04952600 |
| Source dataset | uspto-grants-1990_08 |
| ORD ID | ord-afafd0c3a78b4db9a122c7bbfb7da65b |
| Source note | uspto-grants-1990_08 |