Thionyl Chloride → 1-chloromethyl-3-cyano-4-trifluoromethyl-1H-pyrole

HRID 1983062ノート

反応式

HRID 1983062 の反応式
O[CH2:2][N:3]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([C:12]#[N:13])=[CH:4]1.S(Cl)([Cl:16])=O>C(Cl)(Cl)Cl>[Cl:16][CH2:2][N:3]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([C:12]#[N:13])=[CH:4]1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 231491381-hydroxymethyl-3-cyano-4-trifluoromethyl-1H-pyrole

生成物 1

HCID 231491561-chloromethyl-3-cyano-4-trifluoromethyl-1H-pyrole

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

The obtained 1-hydroxymethyl-3-cyano-4-trifluoromethyl-1H-pyrole was dissolved to 3 ml of chloroform, and 3 ml of thionyl chloride was added, followed by stirring at room temperature for 1 hour. After the reaction mixture was cooled to 0° C., it was poured into ice-water. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous solution of sodium hydrogen carbonate, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure to obtain 800 mg of 1-chloromethyl-3-cyano-4-trifluoromethyl-1H-pyrole.

後処理

  1. additionwas added
  2. temperatureAfter the reaction mixture was cooled to 0° C.
  3. extractionThe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated aqueous solution of sodium hydrogen carbonate
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-5f3391c69aca4f1d92ae41066add774a
出典データセット
uspto-grants-2009_06
特許番号
US07541374B2

反応ノート

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