Acetic Anhydride → 4',5'-dihydrospiro[benzo[b]thiophene-2(3H), 3'(2'H)-furan]3,2'-dione

HRID 1659545

반응식

HRID 1659545 반응식
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][CH:11]1[CH2:16][CH2:15][O:14][C:12]1=[O:13])([OH:3])=O.C(OC(=O)C)(=O)C>C(N(CC)CC)C>[O:14]1[CH2:15][CH2:16][C:11]2([S:10][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[C:1]2=[O:3])[C:12]1=[O:13]

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 136222762-[(2-Oxotetrahydro-3-furanyl)sulfanyl]benzoic acid

생성물 1

HCID 136222834',5'-dihydrospiro[benzo[b]thiophene-2(3H), 3'(2'H)-furan]3,2'-dione수율 65.6%

시약·촉매·용매 1

HCID 8471Triethylamine용매

반응 조건

온도
140 °C

실험 절차

A mixture of 15.5 g of α-[(2-carboxyphenyl)thio]-γ-butyrolactone, 100 ml of acetic anhydride and 20 ml of triethylamine is stirred at 140° C. for 3 hours, at the end of which time the solvent is distilled off. To the residue is added ice-water and the resultant precipitate is recovered by filtration and recrystallized from ethanol. By the above procedure there is obtained 9.4 g of 4',5'-dihydrospiro[benzo[b]thiophene-2(3H), 3'(2'H)-furan]3,2'-dione as pale-yellow platelets melting at 125°-127° C.

후처리

  1. distillationis distilled off
  2. additionTo the residue is added ice-water
  3. filtrationthe resultant precipitate is recovered by filtration
  4. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-2aa5630f49c24a0498e80034df16a723
출처 데이터셋
uspto-grants-1981_12
특허 번호
US04304784

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