Trichloroacetyl chloride → 2,2,2-trichloro-1-(5-methyl-1H-pyrrol-2-yl)ethan-1-one

HRID 655765노트

반응식

HRID 655765 반응식
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][CH:6]=1.[Cl:7][C:8]([Cl:13])([Cl:12])[C:9](Cl)=[O:10].C([O-])([O-])=O.[K+].[K+]>C(OCC)C>[Cl:7][C:8]([Cl:13])([Cl:12])[C:9]([C:4]1[NH:3][C:2]([CH3:1])=[CH:6][CH:5]=1)=[O:10]

참가 물질

5

반응물 3

HCID 6420Trichloroacetyl chlorideHCID 11430Potassium CarbonateHCID 124892-Methylpyrrole2회

생성물 1

HCID 17145712,2,2-trichloro-1-(5-methyl-1H-pyrrol-2-yl)ethan-1-one

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

2-Methyl-1H-pyrrole (Intermediate 31, 10 g, 0.123 mmol) in anhydrous diethyl ether (30 ml) was added dropwise over 1 h to a stirred solution of trichloroacetyl chloride (29 g, 0.16 mmol) in anhydrous Et2O (100 ml). The mixture was stirred for a further 1 h then K2CO3 (10 g/30 ml) was added slowly through a dropping funnel. The organic phase was dried over Na2SO4 and treated with decolorizing charcoal (3 g) for 30 min at room temperature. The resulting purple solution was concentrated and triturated with n-hexanes to give the title compound as a purple solid. (16.72 g). NMR (CDCl3): 2.36 (s, 3H), 6.04 (dd, 1H), 7.45 (dd, 1H), 10.344 (s, 1H).

후처리

  1. dry with materialThe organic phase was dried over Na2SO4
  2. additiontreated with decolorizing charcoal (3 g) for 30 min at room temperature
  3. concentrationThe resulting purple solution was concentrated
  4. customtriturated with n-hexanes

출처 및 근거

ORD 기록
ord-a4b4722cdac5477c85837a45c51facc3
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071605B2

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