تفاعل #981387

معادلة التفاعل

methyl 6,11-dihydro-11-hydroxydibenz[b,e]oxepin-2-carboxylate

methanethiol

thionyl chloride

potassium tert-butoxide

thionyl chloride

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title product

المردود 84.0%

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

المردود 84.0%

المذيبات

water

dimethylformamide

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةReflux 4.4 gm
2. 2
   workup.ADDITIONAdd the mixture to a solution of 3.84 gm
3. 3
   استخلاصextract with ether
4. 4
   أخرىEvaporate to dryness and chromatograph over silica gel
5. 5
   غسيلeluting with toluene
6. 6
   أخرىEvaporate to dryness

الإجراء التجريبي

Reflux 4.4 gm. of methyl 6,11-dihydro-11-hydroxydibenz[b,e]oxepin-2-carboxylate with 20 ml. of thionyl chloride for 10 minutes. Evaporate excess thionyl chloride and dissolve the residue in 30 ml. of dimethylformamide. Add the mixture to a solution of 3.84 gm. of potassium tert-butoxide in 75 ml. of dimethylformamide saturated with methanethiol. Stir at room temperature for 24 hours, dilute with water and extract with ether. Evaporate to dryness and chromatograph over silica gel, eluting with toluene. Evaporate to dryness to obtain the title product as an oil (yield 3.03 gm., 84%).

المصدر