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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1638417Generated: November 1, 2026

Methanol → Ethanone, 2-(diethylamino)-1-phenyl-

https://huagongshe.com/reaction/1638417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantHCID 19842493HCID 19842493—
ReactantN,N-diethylphenacylamine hydrochlorideHCID 19842506—
SolventHCID 178418361HCID 178418361—
ProductEthanone, 2-(diethylamino)-1-phenyl-HCID 41794595%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04879389
Source datasetuspto-grants-1989_11
ORD IDord-3b5ad6ef02f94e28b2345f975f241808
Source noteuspto-grants-1989_11