Water → Thiophene-2-sulfonic acid (2,4-difluoro-3-formyl-phenyl)-amide

HRID 1261051ノート

反応式

HRID 1261051 の反応式
[F:1][C:2]1[C:7]([CH2:8][OH:9])=[C:6]([F:10])[CH:5]=[CH:4][C:3]=1[NH:11][S:12]([C:15]1[S:16][CH:17]=[CH:18][CH:19]=1)(=[O:14])=[O:13].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])=[C:6]([F:10])[CH:5]=[CH:4][C:3]=1[NH:11][S:12]([C:15]1[S:16][CH:17]=[CH:18][CH:19]=1)(=[O:14])=[O:13]

参加物

5

反応物 3

HCID 962WaterHCID 159087TriacetoxyperiodinaneHCID 58087783Thiophene-2-sulfonic acid (2,4-difluoro-3-hydroxymethyl-phenyl)-amide

生成物 1

HCID 58086492Thiophene-2-sulfonic acid (2,4-difluoro-3-formyl-phenyl)-amide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To thiophene-2-sulfonic acid (2,4-difluoro-3-hydroxymethyl-phenyl)-amide (511, 0.46 g, 1.52 mmol) in tetrahydrofuran (5.0 mL) was added Dess-Martin periodinane (0.71 g, 1.67 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 (512, 100 mg, 21%). MS (ESI) [M+H+]+=304.2.

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
  5. custompurified by silica gel column chromatography
  6. washeluting with 20% ethyl acetate in hexane
  7. customto give a white solid (512, 100 mg, 21%)

出典と根拠

ORDレコード
ord-50e6bd3fd7c04cdab1fca78515cbccd9
出典データセット
uspto-grants-2013_06
特許番号
US08470818B2

反応ノート

読み込み中…