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

HRID 1397847ノート

反応式

HRID 1397847 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 58086814Propane-1-sulfonic acid (2-fluoro-3-formyl-phenyl)-amide収率 50.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To propane-1-sulfonic acid (2-fluoro-3-hydroxymethyl-phenyl)-amide (21, 0.20 g, 0.81 mmol) in 5.0 mL of tetrahydrofuran, Dess-Martin periodinane (0.377 g, 0.89 mmol) was added. 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 under vacuum and purified by silica gel column chromatography eluting with 20% ethyl acetate in hexane to give the desired compound as a white solid (22, 100 mg, 50.0%). MS(ESI) [M−H+]−=244.1.

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under vacuum
  5. custompurified by silica gel column chromatography
  6. washeluting with 20% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-c3686f91bc39465e9c9079b918d61cfb
出典データセット
uspto-grants-2014_12
特許番号
US08901301B2

反応ノート

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