Hydrochloric Acid → N-benzyl-5-hydroxynaphthalene-2-sulfonamide

HRID 1818061ノート

反応式

HRID 1818061 の反応式
[OH-].[Na+].C([O:6][C:7]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:8]=1[CH:9]=[CH:10][C:11]([S:17]([NH:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:19])=[O:18])=[CH:12]2)(=O)C.Cl>C(O)C>[CH2:21]([NH:20][S:17]([C:11]1[CH:10]=[CH:9][C:8]2[C:13](=[CH:14][CH:15]=[CH:16][C:7]=2[OH:6])[CH:12]=1)(=[O:19])=[O:18])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 102370445-acetyloxy-N-benzylnaphthalene-2-sulfonamide

生成物 1

HCID 10236623N-benzyl-5-hydroxynaphthalene-2-sulfonamide収率 100.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Ethanol (3 ml) and 2N aqueous sodium hydroxide (0.1 ml) were added to 5-acetyloxy-N-benzylnaphthalene-2-sulfonamide (Compound No. 3-1; 62.0 mg, 0.17 mmol), and the mixture was stirred at room temperature for 5 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=1:1) to give the title compound as a yellow white crystal (53.3 mg, 100%).

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=1:1)

出典と根拠

ORDレコード
ord-1b126448611143859d12c0625e48a36d
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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