Tert-Butyl hypochlorite → 7-(1-Chloro-2,6-dioxocyclohexyl)-5-heptynoic acid methyl ester

HRID 973101Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 973101
[CH3:1][O:2][C:3](=[O:18])[CH2:4][CH2:5][CH2:6][C:7]#[C:8][CH2:9][CH:10]1[C:15](=[O:16])[CH2:14][CH2:13][CH2:12][C:11]1=[O:17].[Cl:19]OC(C)(C)C>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:18])[CH2:4][CH2:5][CH2:6][C:7]#[C:8][CH2:9][C:10]1([Cl:19])[C:15](=[O:16])[CH2:14][CH2:13][CH2:12][C:11]1=[O:17]

Komponenten

4

Edukt 2

HCID 521297Tert-Butyl hypochloriteHCID 13873492Methyl 7-(2,6-dioxocyclohexyl)hept-5-ynoate

Produkt 1

HCID 544782317-(1-Chloro-2,6-dioxocyclohexyl)-5-heptynoic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

7-(2,6-Dioxocyclohexyl)-5-heptynoic acid methyl ester (21.0 g), prepared as described in Example 13, is dissolved in chloroform (300 ml) cooled to 20° C and t-butyl hypochlorite (9.5 g) in chloroform (10 ml) is added to the well stirred solution over a period of 15 minutes. The mixture is stirred for another 30 minutes and allowed to warm up to room temperature. Removal of the solvent affords 7-(1-chloro-2,6-dioxocyclohexyl)-5-heptynoic acid methyl ester, γmaxFilm 1730, 1720.

Aufarbeitung

  1. stirringThe mixture is stirred for another 30 minutes
  2. temperatureto warm up to room temperature
  3. customRemoval of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-a3a43de654304c7c82fb0bc39e7c15d9
Quelldatensatz
uspto-grants-1977_10
Patentnummer
US04054741

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