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

HRID 1818060ノート

反応式

HRID 1818060 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 102370445-acetyloxy-N-benzylnaphthalene-2-sulfonamide収率 67.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-98a0c763ac5b42f098ea16fb03200bca
出典データセット
uspto-grants-2009_10
特許番号
US07598418B2

反応ノート

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