Trifluoroacetic acid → 1-(2-Amino-1,3-thiazol-4-yl)propan-1-one

HRID 32817노트

반응식

HRID 32817 반응식
C(OC(=O)[NH:7][C:8]1[S:9][CH:10]=[C:11]([C:13](=[O:16])[CH2:14][CH3:15])[N:12]=1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:7][C:8]1[S:9][CH:10]=[C:11]([C:13](=[O:16])[CH2:14][CH3:15])[N:12]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 45117897tert-Butyl (4-propionylthiazol-2-yl)carbamate

생성물 1

HCID 451216921-(2-Amino-1,3-thiazol-4-yl)propan-1-one수율 75.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

(4-Propionyl-thiazol-2-yl)-carbamic acid tert-butyl ester (5.0 g, 19.5 mmol) was suspended in dichloromethane (100 mL) at 0° C. Trifluoroacetic acid (100 mL) was added and the mixture was stirred at 0° C. for 1.5 hours. The cooling bath was removed and stirring was continued for 1 hour prior to concentration of the reaction mixture in vacuo. The residue was triturated with ether and filtered. The solid was dissolved in a mixture of dichloromethane and saturated aqueous sodium bicarbonate solution. The organic layer was separated and the aqueous layer was extracted with dichloromethane. The combined organic extracts were washed with brine, dried over sodium sulfate and evaporated to give 1-(2-amino-thiazol-4-yl)-propan-1-one (2.3 g, 75%).

후처리

  1. customThe cooling bath was removed
  2. stirringstirring
  3. waitwas continued for 1 hour
  4. customThe residue was triturated with ether
  5. filtrationfiltered
  6. dissolutionThe solid was dissolved in a mixture of dichloromethane and saturated aqueous sodium bicarbonate solution
  7. customThe organic layer was separated
  8. extractionthe aqueous layer was extracted with dichloromethane
  9. washThe combined organic extracts were washed with brine
  10. dry with materialdried over sodium sulfate
  11. customevaporated

출처 및 근거

ORD 기록
ord-131e9f6cf7aa489aaba0f33c4226b354
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07427635B2

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