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HCID 20728732, 화합물 → HCID 20728731, 화합물

HRID 1583114
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HRID 1583114 반응식
Br[CH2:2][C:3]1[CH:4]=[C:5]([C:19]([O:21][CH3:22])=[O:20])[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([O:17][CH3:18])=[O:16])[CH:10]=2)=[CH:7][CH:8]=1.[C:23]([O-:26])(=[S:25])[CH3:24].[K+]>CC(C)=O>[C:23]([S:25][CH2:2][C:3]1[CH:4]=[C:5]([C:19]([O:21][CH3:22])=[O:20])[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([O:17][CH3:18])=[O:16])[CH:10]=2)=[CH:7][CH:8]=1)(=[O:26])[CH3:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 20728732HCID 20728732, 화합물HCID 23670855Potassium ethanethioate

생성물 1

HCID 20728731HCID 20728731, 화합물수율 76.7%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a solution of 4-bromomethyl-[1,1′-biphenyl]-2,3′-dicarboxylic acid, dimethyl ester (1.59 g, 4.4 mmol) in acetone (75 mL) was added potassium thioacetate (0.60 g, 5.3 mmol), and the mixture was refluxed for 1 h. The mixture was allowed to cool to rt, filtered, and concentrated. The residual product was purified by column chromatography (hexanes/EtOAc, 9/1) to afford 4-acetylthiomethyl-[1,1′-biphenyl]-2,3′-dicarboxylic acid, dimethyl ester (1.21 g, 76%): 1H NMR (DMSO-d6) δ2.39 (s, 3H), 3.60 (s, 3H), 3.88 (s, 3H), 4.23 (s, 2H), 7.42-7.44 (d, J=8.0 Hz, 1H), 7.57-7.60 (m, 3H), 7.74 (s 1H), 7.83 (s, 1H), 7.96-7.99 (m, 1H).

후처리

  1. temperaturethe mixture was refluxed for 1 h
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customThe residual product was purified by column chromatography (hexanes/EtOAc, 9/1)

출처 및 근거

ORD 기록
ord-d4511f0cdc2049fab52b062c5a65d2a0
출처 데이터셋
uspto-grants-2004_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06740777B2

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