HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Rac-(cis)-3-phenylpyrrolidin-2-ylmethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Rac-(cis)-tert-butyl-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate | HCID 68973925 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Rac-(cis)-3-phenylpyrrolidin-2-ylmethanol | HCID 98008479 | 56% |
Reaction Steps
rac-(cis)-3-Phenylpyrrolidin-2-yl)methanol. To a stirred solution of rac-(cis)-tert-butyl-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate, racemic (0.2133 g, 769 μmol) in THF (2.0 mL, 24409 μmol) was added hydrogen chloride (4.0 N solution in 1,4-dioxane) (1.9 mL, 7690 μmol) at room temperature. The resulting mixture was stirred at room temperature for 1 hour. The entire mixture was neutralized with SN NaOH and concentrated to give rac-(cis)-3-phenylpyrrolidin-2-ylmethanol (76 mg, 56% yield) as a white solid, which was pure enough to be used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919504B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-353d24fec09448a2be83a27412f29c6a |
| Source note | uspto-grants-2011_04 |