Triethylamine → Ethyl 6-bromo-1-benzothiophene-2-carboxylate

HRID 508349

반응식

HRID 508349 반응식
[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[CH2:2][SH:3].[Br:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[C:11](F)[CH:10]=1.C(N(CC)CC)C>CS(C)=O>[Br:8][C:9]1[CH:10]=[CH:11][C:12]2[CH:13]=[C:2]([C:1]([O:5][CH2:6][CH3:7])=[O:4])[S:3][C:15]=2[CH:16]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 12185Ethyl ThioglycolateHCID 1435174-Bromo-2-fluorobenzaldehyde

생성물 1

HCID 13567982Ethyl 6-bromo-1-benzothiophene-2-carboxylate수율 92%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

A solution of ethyl thioglycolate (0.65 g, 5.42 mmol), 4-bromo-2-fluorobenzaldehyde (1.0 g, 4.93 mmol) and triethylamine (1.25 mL, 12.3 mmol) in DMSO (5 mL) was heated at 75° C. for 2 h. The mixture was partitioned between H2O (50 mL) and CH2Cl2 (2×50 mL), and the combined organic layers were dried over Na2SO4. The drying agent was filtered off, and the solvent was removed in vacuo to give the title compound as an oil (1.29 g, 92%).

후처리

  1. customThe mixture was partitioned between H2O (50 mL) and CH2Cl2 (2×50 mL)
  2. dry with materialthe combined organic layers were dried over Na2SO4
  3. filtrationThe drying agent was filtered off
  4. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-366568a30ae74c7994fbf28f9d1095f3
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09095590B2

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