Water → Propane-1-sulfonic acid (2-fluoro-3-formyl-phenyl)-amide

HRID 217616노트

반응식

HRID 217616 반응식
[F:1][C:2]1[C:7]([CH2:8][OH:9])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:10][S:11]([CH2:14][CH2:15][CH3:16])(=[O:13])=[O:12].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.O>O1CCCC1>[F:1][C:2]1[C:7]([CH:8]=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:10][S:11]([CH2:14][CH2:15][CH3:16])(=[O:13])=[O:12]

참가 물질

5

반응물 3

HCID 962WaterHCID 159087TriacetoxyperiodinaneHCID 58087499Propane-1-sulfonic acid (2-fluoro-3-hydroxymethyl-phenyl)-amide

생성물 1

HCID 58086814Propane-1-sulfonic acid (2-fluoro-3-formyl-phenyl)-amide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To propane-1-sulfonic acid (2-fluoro-3-hydroxymethyl-phenyl)-amide (66, 0.20 g, 0.81 mmol) in tetrahydrofuran (5.0 mL) was added Dess-Martin periodinane (0.377 g, 0.89 mmol). The reaction was stirred at room temperature for 10 minutes, then poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 20% ethyl acetate in hexane to give a white solid (67, 100 mg, 50.0%). MS (ESI) [M−H+]+=244.1.

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. custompurified by silica gel column chromatography
  6. washeluting with 20% ethyl acetate in hexane
  7. customto give a white solid (67, 100 mg, 50.0%)

출처 및 근거

ORD 기록
ord-7889b7ee7b95435b95308e9bb96f2e2f
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08198273B2

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