Sodium methanesulfonate → 1-(2-Methanesulfonyl-thiazol-5-yl)-propan-1-one

HRID 1423040노트

반응식

HRID 1423040 반응식
Br[C:2]1[S:3][C:4]([C:7](=[O:10])[CH2:8][CH3:9])=[CH:5][N:6]=1.[CH3:11][S:12]([O-])(=[O:14])=[O:13].[Na+]>CS(C)=O.CCOC(C)=O.[Cu]I>[CH3:11][S:12]([C:2]1[S:3][C:4]([C:7](=[O:10])[CH2:8][CH3:9])=[CH:5][N:6]=1)(=[O:14])=[O:13]

참가 물질

6

반응물 2

HCID 638112Sodium methanesulfonateHCID 592780851-(2-Bromothiazol-5-yl)propan-1-one

생성물 1

HCID 592783971-(2-Methanesulfonyl-thiazol-5-yl)-propan-1-one

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 679Dimethyl Sulfoxide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
120 °C

실험 절차

To a solution of 1-(2-bromo-thiazol-5-yl)-propan-1-one (75 mg, 0.34 mmol) in DMSO (3 mL) is added sodium methanesulfonate (41 mg, 0.34 mmol) followed by copper (I) iodide (65 mg, 0.34 mmol). The mixture is warmed in a microwave reactor at 120° C. After 1 hour, the reaction is diluted with EtOAc (20 mL) and washed with saturated aqueous sodium bicarbonate (50 mL) and brine (10 mL). The aqueous phase is extracted with EtOAc (2×10 mL). The combined organic layers are dried over magnesium sulfate, filtered and concentrated to afford 1-(2-methanesulfonyl-thiazol-5-yl)-propan-1-one which is used without further purification.

후처리

  1. washwashed with saturated aqueous sodium bicarbonate (50 mL) and brine (10 mL)
  2. extractionThe aqueous phase is extracted with EtOAc (2×10 mL)
  3. dry with materialThe combined organic layers are dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-744a587cad594eac8fb372a0d157d933
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08927550B2

반응 노트

불러오는 중…