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Triethylamine → Methyl 4-(1-methanesulfonylamino-1-methylethyl)benzoate

HRID 2411192
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HRID 2411192 반응식
[NH2:1][C:2]([C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=1)([CH3:4])[CH3:3].C(N(CC)CC)C.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>ClCCl>[CH3:22][S:23]([NH:1][C:2]([C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=1)([CH3:3])[CH3:4])(=[O:25])=[O:24]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 57572309Methyl 4-(2-aminopropan-2-yl)benzoate

생성물 1

HCID 71252533Methyl 4-(1-methanesulfonylamino-1-methylethyl)benzoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Methyl 4-(1-amino-1-methylethyl)benzoate (200 mg) and triethylamine (0.30 mL) were dissolved in dichloromethane (10 mL), methanesulfonyl chloride (88 μL) was added under ice-cooling, and the mixture was stirred at the same temperature for 30 min and at room temperature for 2 hr. After completion of the reaction, the solvent was evaporated, 0.5N hydrochloric acid was added to the residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and the solvent was evaporated. The obtained residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (252 mg).

후처리

  1. temperaturecooling
  2. customAfter completion of the reaction
  3. customthe solvent was evaporated
  4. addition0.5N hydrochloric acid was added to the residue
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe organic layer was washed with saturated brine
  7. customthe solvent was evaporated
  8. customThe obtained residue was purified by column chromatography (hexane:ethyl acetate)

출처 및 근거

ORD 기록
ord-8b6ba91e240f4d0d9a2833cb6411b75e
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08816079B2

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