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Chlorosulfonic acid → (7-Chlorosulfonyl-6-methoxy-benzo[b]thiophen-3-yl)-acetic acid ethyl ester

HRID 1727057
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반응식

HRID 1727057 반응식
[CH2:1]([O:3][C:4](=[O:17])[CH2:5][C:6]1[C:7]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:8]=2[S:9][CH:10]=1)[CH3:2].[Cl:18][S:19](O)(=[O:21])=[O:20]>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:17])[CH2:5][C:6]1[C:7]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([S:19]([Cl:18])(=[O:21])=[O:20])[C:8]=2[S:9][CH:10]=1)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24638Chlorosulfonic acidHCID 21816275Ethyl 2-(6-methoxybenzo[b]thiophen-3-yl)acetate

생성물 1

HCID 57565234(7-Chlorosulfonyl-6-methoxy-benzo[b]thiophen-3-yl)-acetic acid ethyl ester수율 3.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of compound from step 2 (1.0 g, 4.0 mmol) in CH2Cl2 (10 mL) was added chlorosulfonic acid (0.56 mL, 8.0 mmol). The resulting mixture was stirred for 4 hours at room temperature. The solvent was evaporated in vacuo and the residue was dissolved in EtOAc. The solution was washed with Na2CO3, brine and dried over Na2SO4. Evaporation of solvent afforded 50 mg of desired compound. 1H NMR (400 MHz, CDCl3) δ 8.08 (d, 1H), 7.38 (s, 1H), 6.90 (d, 1H), 4.21 (q, 2H), 4.02 (s, 2H), 4.01 (s, 3H), 1.24 (t, 3H).

후처리

  1. customThe solvent was evaporated in vacuo
  2. dissolutionthe residue was dissolved in EtOAc
  3. washThe solution was washed with Na2CO3, brine
  4. dry with materialdried over Na2SO4
  5. customEvaporation of solvent

출처 및 근거

ORD 기록
ord-1eb809e3fa9942ab90664e8e4e3e8c5e
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07494999B2

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