Triethylamine → N-(2-bromopropionyl)-2-chloro-6-methylbenzylamine

HRID 328625

Reaktionsgleichung

[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:3]=1[CH2:4][NH2:5].C(N(CC)CC)C.[Br:18][CH:19]([CH3:23])[C:20](Br)=[O:21]>C(Cl)CCl>[Br:18][CH:19]([CH3:23])[C:20]([NH:5][CH2:4][C:3]1[C:6]([CH3:10])=[CH:7][CH:8]=[CH:9][C:2]=1[Cl:1])=[O:21]

Komponenten

Reaktionsbedingungen

Temperatur: -35 °C

Versuchsvorschrift

A mixture of 35 parts of 2-chloro-6-methylbenzylamine and 30 parts of triethyl amine in 400 parts of ethylene chloride is stirred and cooled to -35°C. While keeping the temperature between -35° and -20° C., there is added dripwise a solution of 50 parts of 2-bromopropionyl bromide in 160 parts of ethylene chloride. Upon completion, the whole is stirred for one hour at room temperature. The reaction mixture is washed with diluted hydrochloric acid and once with water. The organic phase is dried over magnesium sulfate, filtered and evaporated. The solid residue is crystallized from a mixture of 400 parts of ethanol and 150 parts of water, yielding 40 parts of N-(2-bromopropionyl)-2-chloro-6-methylbenzylamine; mp. 168° -169° C.

Aufarbeitung

customthe temperature between -35° and -20° C., there
stirringUpon completion, the whole is stirred for one hour at room temperature
washThe reaction mixture is washed with diluted hydrochloric acid and once with water
dry with materialThe organic phase is dried over magnesium sulfate
filtrationfiltered
customevaporated
customThe solid residue is crystallized from a mixture of 400 parts of ethanol and 150 parts of water

Quellen und Nachweise

ORD-Eintrag: ord-1b6ce62300c14f95ac4f7a59af9136f3
Quelldatensatz: uspto-grants-1977_04
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04017631

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