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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2165113Generated: October 29, 2026

Sodium hydride → HCID 2724672, compound

https://huagongshe.com/reaction/2165113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantN-(3-Methoxy-2-methyl-3-oxopropyl)-N-(phenylmethyl)-beta-alanine ethyl esterHCID 98098—
SolventTolueneHCID 1140—
ProductHCID 2724672HCID 272467294.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

N-[2-(Methoxycarbonyl)propyl]-N-[2-(ethoxycarbonyl)ethyl]phenylmethylamine (120.36g, 0.4 mole) from Example 2 in toluene (50 ml) was added slowly to a solution of 12 g (0.4 mole, 80% oil suspension) of sodium hydride in 300 ml of toluene. After the addition was complete, the temperature of the reaction solution was raised to 90° C. and maintained at this temperature overnight. After being cooled, the reaction solution was quenched with 200 ml of water, then extracted with ether to yield 98.54 g (70%) of the crude 1-phenylmethyl-3-methyl-5-methoxycarbonyl-4-piperidone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04939161
Source datasetuspto-grants-1990_07
ORD IDord-8c8cda5fc1c642cb83ae17a0a744742d
Source noteuspto-grants-1990_07