HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (S)-1-(4-(Difluoromethyl)benzyl)-3-hydroxypyrrolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | (S)-3-((tert-butyldimethylsilyl)oxy)-1-(4-(difluoromethyl)benzyl)pyrrolidin-2-one | HCID 123626683 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-1-(4-(Difluoromethyl)benzyl)-3-hydroxypyrrolidin-2-one | HCID 118207392 | 123% |
Reaction Steps
A solution of 4 M HCl in dioxane (0.62 mL, 2.5 mmol) was added to a stirred solution of (S)-3-((tert-butyldimethylsilyl)oxy)-1-(4-(difluoromethyl)benzyl)pyrrolidin-2-one (440 mg, 1.24 mmol) in dichloromethane (1.24 mL) at RT. The reaction mixture was stirred for 2 h. The reaction mixture was concentrated in vacuo to afford (S)-1-(4-(difluoromethyl)benzyl)-3-hydroxypyrrolidin-2-one (368 mg, quantitative yield): LC-MS (M+H)+242.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221796B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-86e16c399de04813915d8515730b2ae3 |
| Source note | uspto-grants-2015_12 |