HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → [4-(2-Benzyloxycarbonyl-2-methylpropoxy)phenyl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4-(2-Benzyloxycarbonyl-2-methylpropoxy)benzaldehyde | HCID 23077853 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [4-(2-Benzyloxycarbonyl-2-methylpropoxy)phenyl]methanol | HCID 23077835 | 97.3% |
Reaction Steps
To a solution of 4-(2-benzyloxycarbonyl-2-methylpropoxy)benzaldehyde (0.97 g) in tetrahydrofuran (20 mL) was added sodium borohydride (59 mg), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into 0.5 mol/L hydrochloric acid, and the resulting mixture was extracted with diethyl ether. The organic layer was washed with water and brine successively, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=6/1-3/2) to give the title compound (0.95 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07375087B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-ba7620cc3c104216b6b4f33b9eb0cce2 |
| Source note | uspto-grants-2008_05 |