HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Ethanone, 2-(diethylamino)-1-phenyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 19842493 | HCID 19842493 | — |
| Reactant | N,N-diethylphenacylamine hydrochloride | HCID 19842506 | — |
| Solvent | HCID 178418361 | HCID 178418361 | — |
| Product | Ethanone, 2-(diethylamino)-1-phenyl- | HCID 417945 | 95% |
Reaction Steps
To 1.59 g (7 m-mol) of N,N-diethylphenacylamine hydrochloride were added 10 ml of methanol, 1.7 mg (0.0035 m-mol) of rhodium 1,5-cyclooctadiene chloride complex and 5.3 mg (0.0091 m-mol) of (2S,4S)-N-phenoxycarbonyl-4-dicyclohexylphosphino-2-iphenylphosphinomethylpyrrolidine (PCPM). The mixture was charged into an autoclave and stirred for 20 hours at 50° C. in hydrogen atmosphere at a pressure of 5 atm. It was confirmed by TLC that 100% of the starting material had been converted. An after-treatment was carried out in the same manner as in Example 30 whereby 1.50 g of N,N-diethyl-2-amino-1-phenylethanol hydrochloride was obtained. [α]D23 =+61.1° (c=5, water) (optical yield: 95% ee).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04879389 |
| Source dataset | uspto-grants-1989_11 |
| ORD ID | ord-3b5ad6ef02f94e28b2345f975f241808 |
| Source note | uspto-grants-1989_11 |