Potassium hydroxy sulfite → N-(5-hydroxy-2,3-dihydro-1H-inden-1-yl)propane-2-sulfonamide

HRID 473089ノート

反応式

HRID 473089 の反応式
CC1(C)C(C)(C)OB([C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[CH:14]([NH:18][S:19]([CH:22]([CH3:24])[CH3:23])(=[O:21])=[O:20])[CH2:13][CH2:12]3)O1.[OH:26]OS([O-])=O.[K+]>CC(C)=O.O>[OH:26][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[CH:14]([NH:18][S:19]([CH:22]([CH3:24])[CH3:23])(=[O:21])=[O:20])[CH2:13][CH2:12]2

参加物

5

反応物 2

HCID 23707502Potassium hydroxy sulfiteHCID 66733919N-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-yl)propane-2-sulfonamide

生成物 1

HCID 70223457N-(5-hydroxy-2,3-dihydro-1H-inden-1-yl)propane-2-sulfonamide収率 100.1%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

To a stirred solution of N-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-yl)propane-2-sulfonamide (1.5 g, 4.11 mmol) in acetone (15 mL) was added dropwise a solution of oxone (2.78 g, 4.52 mmol) in water (15 mL). The resulting mixture stirred for another 10 min before the reaction mixture quenched with Na2O5S2 solution and diluted with DCM. The organic layer was separated, washed with brine (2×) and dried on Na2SO4. Solvent evaporated in vacuo to afford the title compound as a white solid (1.05 g, 100%). MS (ESI): m/z [M−H]− 254.0

後処理

  1. customquenched with Na2O5S2 solution
  2. additiondiluted with DCM
  3. customThe organic layer was separated
  4. washwashed with brine (2×)
  5. customdried on Na2SO4
  6. customSolvent evaporated in vacuo

出典と根拠

ORDレコード
ord-4a95a76f3617488f87da2524f5689cca
出典データセット
uspto-grants-2014_01
特許番号
US08633237B2

反応ノート

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