Water → 4-Piperidino-2,6-lutidine-1-oxide

HRID 1833889ノート

反応式

HRID 1833889 の反応式
Cl.Cl[C:3]1[CH:4]=[C:5]([CH3:11])[N+:6]([O-:10])=[C:7]([CH3:9])[CH:8]=1.[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.O>C(Cl)(Cl)Cl>[N:12]1([C:3]2[CH:4]=[C:5]([CH3:11])[N+:6]([O-:10])=[C:7]([CH3:9])[CH:8]=2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

参加物

5

反応物 3

HCID 962Water2 回HCID 8082PiperidineHCID 227642674-Chloro-2,6-lutidine-1-oxide hydrochloride

生成物 1

HCID 227642734-Piperidino-2,6-lutidine-1-oxide収率 50%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
25 °C

実験手順

A quantity (1.94 g., 0.01 mole) of 4-chloro-2,6-lutidine-1-oxide hydrochloride with 6 ml. piperidine, and 10 ml. water were sealed in a reinforced bottle and heated, with stirring, in an oil bath at the temperature 155° to 160° C. for 41/2 hrs. After cooling the reaction mixture to 25° C. and diluting it with 25 ml. water, several portions of chloroform were used to extract the objective product. The chloroform extracts were combined, dried over anhydrous sodium sulfate, treated with charcoal, and filtered. The filtrate was pale yellow. The chloroform was removed by evaporation under reduced pressure. The solid residue thus obtained was triturated with technical hexane (Skellysolve B, a mixture of isomeric hexanes having a boiling range betwen 142° and 156° F.) and then crystallized from about 10 ml. ethyl acetate. There was thus obtained 1.06 g. (50% yield) of 4-piperidino-2,6-lutidine-1-oxide as buff-colored crystals having a melting point at 87° to 90° C.

後処理

  1. temperatureheated
  2. additiondiluting it with 25 ml
  3. extractionto extract the objective product
  4. dry with materialdried over anhydrous sodium sulfate
  5. additiontreated with charcoal
  6. filtrationfiltered
  7. customThe chloroform was removed by evaporation under reduced pressure
  8. customThe solid residue thus obtained
  9. customwas triturated with technical hexane (Skellysolve B
  10. additiona mixture of isomeric hexanes having a boiling range betwen 142°
  11. custom156° F.) and then crystallized from about 10 ml

出典と根拠

ORDレコード
ord-2b4d0fbe84de409f8e2ca4a82b9c9c03
出典データセット
uspto-grants-1978_01
特許番号
US04067874

反応ノート

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