HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → (1S)-1-(3-amino-4-benzyloxyphenyl)-2-bromoethan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | (S)-1-(4-Benzyloxy-3-nitrophenyl)-2-bromoethanol | HCID 29944564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (1S)-1-(3-amino-4-benzyloxyphenyl)-2-bromoethan-1-ol | HCID 59303911 | 69.6% |
Reaction Steps
A solution of the product of step A) (18.7 g, 53.1 mmol) in toluene (40 mL) and THF (40 mL) was added to a Parr shaker bottle containing Pt2O (370 mg). This mixture was shaken under H2 (50 psi, 344.74 kpa) until the reaction was complete (18 h). The catalyst was removed by filtration, and the filtrate was concentrated to an oil. Column chromatography (1 kg silica gel packed in and eluted with CH2Cl2/MeOH, 19:1) gave 11.9 g (69.6%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501994B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-d84e9a86b12a4fb1b6941c0e2c62e503 |
| Source note | uspto-grants-2013_08 |