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

HRID 655765ノート

反応式

HRID 655765 の反応式
[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]

参加物

5

反応物 3

HCID 6420Trichloroacetyl chlorideHCID 11430Potassium CarbonateHCID 124892-Methylpyrrole2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-a4b4722cdac5477c85837a45c51facc3
出典データセット
uspto-grants-2011_12
特許番号
US08071605B2

反応ノート

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