Reaktion #4476

ord-1ac4895b46ac455b903ac181d0e5e30d

Reaktionsgleichung

O
water
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COc1ccc2[nH]c3c(c2c1)C(=O)CCC3
product
COc1ccc2[nH]c3c(c2c1)C(=O)CCC3
1,2,3,9-Tetrahydro-6-methoxy-4H-carbazol-4-one
COS(=O)(=O)OC
Dimethyl sulphate
COc1ccc2c(c1)c1c(n2C)CCCC1=O
title compound
Ausbeute 78.2%
COc1ccc2c(c1)c1c(n2C)CCCC1=O
1,2,3,9-Tetrahydro-6-methoxy-9-methyl-4H-carbazol-4-one
Ausbeute 78.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe mixture was heated
  2. 2
    Temperaturto reflux for 4 h
  3. 3
    Filtrationthe resulting precipitate filtered off

Vorschrift

Anhydrous potassium carbonate (2.24 g) was added to a solution of the product of Stage (i) (3 g) in acetone (30 ml) at room temperature and stirred for 30 min. Dimethyl sulphate (1.6 ml) was added and the mixture was heated to reflux for 4 h. The resulting solution was poured into water (150 ml) and the resulting precipitate filtered off to give the title compound as a solid (2.5 g), m.p. 150°-151°.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04725615uspto-grants-1988_02