Reaktion #66566

ord-afe80fed5d1946bf9d4f7a78e1dc5bdf

Reaktionsgleichung

CC(C)(C)OC(=O)COc1ccc(Cl)cc1CO
( d )
CC(C)(C)OC(=O)COc1ccc(Cl)cc1CO
[4-chloro-2-(hydroxymethyl)phenoxy]-acetic Acid, 1,1-dimethylethyl Ester
CCN(CC)CC
triethylamine
CS(=O)(=O)Cl
Methanesulfonyl chloride
→
CC(C)(C)OC(=O)COc1ccc(Cl)cc1COS(C)(=O)=O
subtitle compound
CC(C)(C)OC(=O)COc1ccc(Cl)cc1COS(C)(=O)=O
[4-chloro-2-[[(methylsulfonyl)oxy]methyl]phenoxy]-acetic Acid, 1,1-dimethylethyl Ester

Edukte

CC(C)(C)OC(=O)COc1ccc(Cl)cc1CO
( d )
CC(C)(C)OC(=O)COc1ccc(Cl)cc1CO
[4-chloro-2-(hydroxymethyl)phenoxy]-acetic Acid, 1,1-dimethylethyl Ester
CCN(CC)CC
triethylamine
CS(=O)(=O)Cl
Methanesulfonyl chloride

Reagenzien

Keine

Lösungsmittel

ClCCl
dichloromethane
ClCCl
dichloromethane

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeto reach room temperature
  2. 2
    Waschenwashed with water, NaHCO3 (aq), brine
  3. 3
    Trocknendried (MgSO4)
  4. 4
    Einengenconcentrated in vacuo

Vorschrift

A solution of the product of part (d) (1 g) and triethylamine (0.51 ml) in dichloromethane (10 ml) was cooled to 0° C. Methanesulfonyl chloride (0.29 ml) was then added dropwise and the reaction was allowed to reach room temperature. After stirring for 3 hours the reaction was diluted with dichloromethane, washed with water, NaHCO3 (aq), brine, dried (MgSO4) and concentrated in vacuo to give the subtitle compound as an oil (1.13 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08524715B2uspto-grants-2013_09