تفاعل #6072

ord-48761c7d7d1e44d5995d8941f05c8bb3

معادلة التفاعل

O=C1C=CC(=O)O1
maleic anhydride
C=CSc1ccccc1
phenyl vinyl sulfide
C[CH2][Al+2].[Cl-].[Cl-]
ethylaluminum dichloride
O=C1OC(=O)C2C(Sc3ccccc3)CC12
title compound
المردود 90.7%
O=C1OC(=O)C2C(Sc3ccccc3)CC12
2,4-dioxo-6-phenylthio-3-oxabicyclo[3.2.0]heptane
المردود 90.7%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلThe methylene chloride solution was washed three times with saturated aqueous ammonium chloride solution
  2. 2
    تجفيفonce with brine, dried over anhydrous sodium sulfate
  3. 3
    تركيزconcentrated

الإجراء التجريبي

To a solution of maleic anhydride (0.39 g, 4 mmol) and phenyl vinyl sulfide (0.52, 4 mmol) in 17 mL of 1,2-dichloroethane under nitrogen, was added 2 mL (0.5 equiv) of ethylaluminum dichloride. The resultant solution was stirred at ambient temperature for 0.5 h and then diluted with 75 mL of methylene chloride. The methylene chloride solution was washed three times with saturated aqueous ammonium chloride solution and once with brine, dried over anhydrous sodium sulfate and concentrated to give 0.85 g of the title compound; EI-MS, m/e (rel intensity): 234 (M+, 23), 136 (100), 109 (12), 91 (21).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05246931uspto-grants-1993_09