HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → Tert-butyl 1-(2-(4-cyanophenyl)-2-hydroxyethyl)azetidine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 131730340 | HCID 131730340 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Tert-butyl 1-(2-(4-cyanophenyl)-2-hydroxyethyl)azetidine-3-carboxylate | HCID 66955243 | 74.2% |
Reaction Steps
To a mixture of tert-butyl 1-(2-(4-cyanophenyl)-2-oxoethyl)azetidine-3-carboxylate, hydrobromide (170 mg, 0.446 mmol) in MeOH (5 mL) was added sodium borohydride (25 mg, 0.661 mmol). The reaction mixture was stirred for 1 hour. The reaction was quenched with water. The reaction mixture was diluted with ethyl acetate and washed with H2O. The organic layer was dried with MgSO4, filtered, and concentrated to yield 100 mg of tert-butyl 1-(2-(4-cyanophenyl)-2-hydroxyethyl)azetidine-3-carboxylate. MS (m+1)=303. HPLC Peak RT=0.90 minutes (Analytical Method B).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399451B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-867c63d8d8f74c999d86d80ca54a9aa9 |
| Source note | uspto-grants-2013_03 |