Triacetoxyperiodinane → 2-(4-Methyl-2-nitro-phenyl)thiazole-4-carbaldehyde

HRID 227238노트

반응식

HRID 227238 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[C:11]([CH2:13][OH:14])[N:12]=2)=[C:4]([N+:15]([O-:17])=[O:16])[CH:3]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[C:11]([CH:13]=[O:14])[N:12]=2)=[C:4]([N+:15]([O-:17])=[O:16])[CH:3]=1

참가 물질

4

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 690554642-(4-Methyl-2-nitro phenyl)thiazol-4-yl methanol

생성물 1

HCID 866229132-(4-Methyl-2-nitro-phenyl)thiazole-4-carbaldehyde

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

2-(4-Methyl-2-nitro phenyl)thiazol-4-yl methanol (297 mg, 1.18 mmol) was stirred in 5 mL of CH2Cl2 at room temperature under N2. The Dess-Martin reagent (500 mg, 1.18 mmol) was added as a solid. After 30 minutes, the reaction was complete. The reaction was diluted to 60 mL of CH2Cl2 and washed with 60 mL of 1N NaOH. The organics were dried over MgSO4, filtered and concentrated under reduced pressure. The crude material was purified on a biotage column 12M eluted with EtOAc/hexanes 1:4 to give the desired material.

후처리

  1. washwashed with 60 mL of 1N NaOH
  2. dry with materialThe organics were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe crude material was purified on a biotage column 12M
  6. washeluted with EtOAc/hexanes 1:4

출처 및 근거

ORD 기록
ord-7426a613c0704460af664f96b279241b
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560462B2

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