Reaktion #5139

Reaktionsgleichung

Compound b

Methyl 11-hydroxy-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate

Trifluoroacetic anhydride

2-mercaptoethanol

→

methyl 11-(2-hydroxyethyl)thio-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeobtained in Reference Example 2
2. 2
   workup.STIRRINGby stirring for further 4 hours
3. 3
   Waschenthe mixture was washed with saturated aqueous sodium chloride solution
4. 4
   TrocknenAfter drying over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
6. 6
   SonstigeThe obtained crude product
7. 7
   Sonstigewas recrystallized from toluene

Vorschrift

In 400 ml of methylene chloride was suspended 40.0 g of Compound b obtained in Reference Example 2. Trifluoroacetic anhydride, 21.0 ml, was added to the suspension followed by stirring at room temperature for an hour. Them, 10.7 ml of 2-mercaptoethanol was added to the mixture followed by stirring for further 4 hours. After 100 ml of methylene chloride was added to the reaction mixture, the mixture was washed with saturated aqueous sodium chloride solution. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The obtained crude product was recrystallized from toluene to give 37.6 g of methyl 11-(2-hydroxyethyl)thio-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate as white crystals.

Quelle