Trichloroacetyl chloride → 2-(Chloromethyl)-3,4-dimethylpyridine

HRID 35462

反応式

HRID 35462 の反応式
[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([CH3:9])[CH:5]=[CH:4][N+:3]=1[O-].[Cl:11]C(Cl)(Cl)C(Cl)=O.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[Cl:11][CH2:1][C:2]1[C:7]([CH3:8])=[C:6]([CH3:9])[CH:5]=[CH:4][N:3]=1

参加物

5

反応物 3

HCID 6420Trichloroacetyl chlorideHCID 516892Sodium BicarbonateHCID 187352862,3,4-Trimethyl-1-oxidopyridin-1-ium

生成物 1

HCID 199965002-(Chloromethyl)-3,4-dimethylpyridine

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A solution of 13.3 g of 2,3,4-trimethylpyridine N-oxide in 130 ml of abs. chloroform is boiled at reflux under argon and treated through the condenser with 33.2 ml of trichloroacetyl chloride. After 18 hours the reaction mixture is poured on to ice, whereupon 10% sodium bicarbonate solution is added, the mixture is extracted with methylene chloride and the methylene chloride solution is dried and concentrated. The thus-obtained crude product is chromatographed on silica gel (solvent: methylene chloride/ether [5:1]). The 2-chloromethyl-3,4-dimethylpyridine obtained is processed directly.

後処理

  1. temperatureat reflux under argon
  2. additionis added
  3. extractionthe mixture is extracted with methylene chloride
  4. dry with materialthe methylene chloride solution is dried
  5. concentrationconcentrated
  6. customThe thus-obtained crude product
  7. customis chromatographed on silica gel (solvent: methylene chloride/ether [5:1])

出典と根拠

ORDレコード
ord-b6036994e5e34e789174b720aa134be6
出典データセット
uspto-grants-1988_08
特許番号
US04766133

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