Reaktion #981391

ord-0083c8eede0d43b182bc0b967185ee34

Reaktionsgleichung

Sc1ccccc1
benzenethiol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1c(C(=O)O)ccc2c1C(Cl)c1ccccc1CO2
methyl 6,11-dihydro-11-chlorodibenz[b,e]oxepin-2-carboxylic acid
→
COC(=O)c1ccc2c(c1)C(Sc1ccccc1)c1ccccc1CO2
title product
COC(=O)c1ccc2c(c1)C(Sc1ccccc1)c1ccccc1CO2
Methyl 6,11-Dihydro-11-phenylthiodibenz[b,e]oxepin-2-carboxylate

Edukte

Sc1ccccc1
benzenethiol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1c(C(=O)O)ccc2c1C(Cl)c1ccccc1CO2
methyl 6,11-dihydro-11-chlorodibenz[b,e]oxepin-2-carboxylic acid

Reagenzien

Keine

Lösungsmittel

O
water
CN(C)C=O
dimethylformamide

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGstir for 15 minutes
  2. 2
    Extraktionextract with ether
  3. 3
    WaschenWash the
  4. 4
    Extraktionextract with 5% aqueous potassium hydroxide and with saturated aqueous sodium chloride solution
  5. 5
    TrocknenDry over anhydrous sodium sulfate
  6. 6
    Einengenconcentrate to dryness

Vorschrift

Add 0.12 ml of benzenethiol to a 70° C. suspension of 0.5 gm of potassium carbonate in 5 ml of dimethylformamide. Stir under a nitrogen atmosphere for 10 minutes. Add 0.27 gm of methyl 6,11-dihydro-11-chlorodibenz[b,e]oxepin-2-carboxylic acid and stir for 15 minutes. Dilute with water and extract with ether. Wash the extract with 5% aqueous potassium hydroxide and with saturated aqueous sodium chloride solution. Dry over anhydrous sodium sulfate and concentrate to dryness to obtain the title product (Yield 0.226 gm).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04282365uspto-grants-1981_08