HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 1-[5-Bromo-3-(tert-butyl)-2-methoxyphenyl]-4-piperidinol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 1-[5-Bromo-3-(tert-butyl)-2-methoxyphenyl]-4-piperidinone | HCID 58909945 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-[5-Bromo-3-(tert-butyl)-2-methoxyphenyl]-4-piperidinol | HCID 58910019 | 64.4% |
Reaction Steps
NaBH4 (0.23 g, 6.1 mmol) was added to a mixed solution of. 1-[5-bromo-3-(tert-butyl)-2-methoxyphenyl]-4-piperidinone (2.0 g, 5.9 mmol) in methanol (12 ml)-methylene chloride (12 ml) while cooling on ice. After completion of the reaction, the mixture was diluted with water and extraction was performed with ethyl acetate. The extract was washed with brine and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (1.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07244730B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-90802c2995dd48948a7754c1b0d97167 |
| Source note | uspto-grants-2007_07 |