HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 59738310, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 59738291 | HCID 59738291 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59738310 | HCID 59738310 | 57% |
Reaction Steps
To a solution of methyl 1-(2-chlorobenzylcarbamoyl)cyclopropanecarboxylate (330 mg, 1.2 mmol) in THF (5 mL) and CH3OH (5 mL) was added sodium borohydride (93 mg, 2.4 mmol, 2 equiv.). The reaction mixture was stirred for 3 h and quenched with diluted AcOH. The reaction mixture was concentrated and dissolved in EtOAc. The organic layer was washed with saturated NaHCO3, H2O and brine, dried over Na2SO4, and concentrated. The resulting residue was purified on RP-HPLC using a mixture of acetonitrile and H2O to give N-(2-chlorobenzyl)-1-(hydroxymethyl)cyclopropanecarboxamide (164 mg, 55%). LRMS (M+H+) m/z 240.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063082B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-da651eb0b05f423faea8ed5102ad82d3 |
| Source note | uspto-grants-2011_11 |