HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(N-(5-bromo-2-(phenethyl)benzyl)amino)-2-methylpropan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diisobutylaluminum hydride | HCID 14487 | — |
| Reactant | 2-(5-Bromo-2-(phenethyl)phenyl)-4,4-dimethyl-4,5-dihydrooxazole | HCID 22675507 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 2-(N-(5-bromo-2-(phenethyl)benzyl)amino)-2-methylpropan-1-ol | HCID 22675573 | 70.3% |
Reaction Steps
To 2-(5-bromo-2-(phenethyl)phenyl)-4,4-dimethyl-4,5-dihydrooxazole (20 g) in diethyl ether (70 ml) at 0° C. was added DIBAL (168 ml, 1 Mol solution in CH2Cl2). The mixture was stirred at ambient temperature for 18 hours and cooled to 0° C. Aqueous 2N HCl was added to destroy excess DIBAL, the resulting solid was filtered off and suspended in a mixture of water and ethyl acetate. Triethylamine was added until the white solid was dissolved. The organic layer was separated, dried (MgSO4) and evaporated to give 2-(N-(5-bromo-2-(phenethyl)benzyl)amino)-2-methylpropan-1-ol (14.21 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06787562B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-6a8918b101304888ac44e888e8a5510f |
| Source note | uspto-grants-2004_09 |