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Sodium methanethiolate → 4-Methylsulfanyl-3-(2-m-tolyl-ethoxy)-benzoic acid methyl ester

HRID 521434
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HRID 521434 반응식
[CH3:1][O:2][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([N+]([O-])=O)=[C:6]([O:13][CH2:14][CH2:15][C:16]2[CH:17]=[C:18]([CH3:22])[CH:19]=[CH:20][CH:21]=2)[CH:5]=1.[CH3:24][S-:25].[Na+]>CN1CCN(C)C1=O>[CH3:1][O:2][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([S:25][CH3:24])=[C:6]([O:13][CH2:14][CH2:15][C:16]2[CH:17]=[C:18]([CH3:22])[CH:19]=[CH:20][CH:21]=2)[CH:5]=1
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참가 물질

4

반응물 2

HCID 4378561Sodium methanethiolateHCID 670764364-Nitro-3-(2-m-tolyl-ethoxy)-benzoic acid methyl ester

생성물 1

HCID 670767584-Methylsulfanyl-3-(2-m-tolyl-ethoxy)-benzoic acid methyl ester수율 66.5%

시약·촉매·용매 1

HCID 66611,3-Dimethyl-2-imidazolidinone용매

실험 절차

The compound of step 1 (900 mg, 2.85 mmol) was dissolved in 1,3-dimethyl-2-imidazolidinone (6 ml), and sodium methanethiolate (0.23 g, 3.29 mmol) was added. The mixture was reacted at room temperature for 60 h, then partitioned between a saturated sodium chloride solution and EA, and the aqueous phase extracted with EA. The organic extracts were dried over sodium sulfate, filtered and evaporated to dryness. The residue was purified by silica gel chromatography (HEP/EA gradient) to give 600 mg of the title compound.

후처리

  1. customThe mixture was reacted at room temperature for 60 h
  2. custompartitioned between a saturated sodium chloride solution and EA
  3. extractionthe aqueous phase extracted with EA
  4. dry with materialThe organic extracts were dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customThe residue was purified by silica gel chromatography (HEP/EA gradient)

출처 및 근거

ORD 기록
ord-05a322d69463458f933e26fd8755de9d
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09328071B2

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