Thionyl Chloride → 2-(Chloromethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinone, hydrochloride

HRID 1252611

Reaktionsgleichung

Reaktionsgleichung von HRID 1252611
O[CH2:2][C:3]1[N:4]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:5]=[C:6]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:7](=[O:9])[CH:8]=1.S(Cl)([Cl:27])=O>C(Cl)(Cl)Cl>[ClH:27].[Cl:27][CH2:2][C:3]1[N:4]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:5]=[C:6]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:7](=[O:9])[CH:8]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 41919451-benzyl-5-(benzyloxy)-2-(hydroxymethyl)pyridin-4(1H)-one

Produkt 1

HCID 1317155282-(Chloromethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinone, hydrochlorideAusbeute 97,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A suspension of 3.21 g (10 mmol) of 2-(hydroxymethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinone in 20 ml of chloroform was cooled to 0° C., and 4.65 ml (64 mmol) of thionylchloride was added dropwise. The mixture was stirred for ten minutes at 0° C. and then heated to reflux for one hour. The solvent was evaporated in vacuo and the residue washed with petroleum ether and dried.in vacuo, yielding 3.66 g of the title compound, melting point 85° C., dec.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for one hour
  3. customThe solvent was evaporated in vacuo
  4. washthe residue washed with petroleum ether and dried.in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-10c08ad51e78402697316639faad8654
Quelldatensatz
uspto-grants-1988_05
Patentnummer
US04743685

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