Réaction #5139

Équation de réaction

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

Solvants

methylene chloride

methylene chloride

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source