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

HRID 473089노트

반응식

HRID 473089 반응식
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

참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-4a95a76f3617488f87da2524f5689cca
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633237B2

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