Hydrochloric Acid → 5-acetyloxy-N-benzylnaphthalene-2-sulfonamide

HRID 1818060노트

반응식

HRID 1818060 반응식
C(N(CC)CC)C.[C:8]([O:11][C:12]1[CH:21]=[CH:20][CH:19]=[C:18]2[C:13]=1[CH:14]=[CH:15][C:16]([S:22](Cl)(=[O:24])=[O:23])=[CH:17]2)(=[O:10])[CH3:9].[CH2:26]([NH2:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.Cl>O1CCCC1>[C:8]([O:11][C:12]1[CH:21]=[CH:20][CH:19]=[C:18]2[C:13]=1[CH:14]=[CH:15][C:16]([S:22]([NH:33][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)(=[O:24])=[O:23])=[CH:17]2)(=[O:10])[CH3:9]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7504BenzylamineHCID 8471TriethylamineHCID 197087075-Acetoxy-2-naphthalenesulfonyl chloride

생성물 1

HCID 102370445-acetyloxy-N-benzylnaphthalene-2-sulfonamide수율 67.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Triethylamine (50 μl, 0.36 mmol) and 5-(acetyloxy)naphthalene-2-sulfonyl chloride (84.9 mg, 0.30 mmol) were added to benzylamine (32.1 mg, 0.30 mmol) dissolved in tetrahydrofuran (3 ml), and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was poured into diluted hydrochloric acid and extracted with ethyl acetate. After the organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (eluent; n-hexane: ethyl acetate=2:1→1:1) to give the title compound as a light yellow white crystal (72.1 mg, 67.6%).

후처리

  1. extractionextracted with ethyl acetate
  2. washAfter the organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe residue obtained by evaporation of the solvent under reduced pressure
  5. customwas purified by column chromatography on silica gel (eluent; n-hexane: ethyl acetate=2:1→1:1)

출처 및 근거

ORD 기록
ord-98a0c763ac5b42f098ea16fb03200bca
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07598418B2

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