HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 86584894, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 18669509 | HCID 18669509 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86584894 | HCID 86584894 | 69.8% |
Reaction Steps
To a solution of 5-(4-chlorophenyl)-6-(4-methanesulfonylphenyl)-4-oxo-4H-pyran-2-carbaldehyde (1.8 g, 4.6 mmoles) in methanol (30 ml), sodium borohydride (0.26 g, 6.9 mmoles)was slowly added at 0° C. The resulting mixture was stirred for 30 minutes at room temperature. The reaction mixture was concentrated and the residue was solved in ethyl acetate. The organic layer was washed with water, dried (Na2SO4), and the solvent was removed under reduced pressure. The resulting residue was purified by column chromatography with silica gel and ethyl acetate/n-hexane (1:1) as eluent. 3-4-chlorophenyl)-6-hydroxymethyl-2-(4-methanesulfonylphenyl)pyran-4-one (0.9 g) was obtained. m.p. 120° C. (Compound 60 in Table 4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06518303B2 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-861316afd28c413baaeab8d5721a4ea5 |
| Source note | uspto-grants-2003_02 |