Hydrochloric Acid → 1-[3-(p-Tert.amyl-phenyl)-2-methyl-propyl]-piperidine

HRID 1395205ノート

反応式

HRID 1395205 の反応式
[C:1]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH:13]([CH3:16])[CH:14]=O)=[CH:8][CH:7]=1)([CH2:4][CH3:5])([CH3:3])[CH3:2].[NH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.C1(C)C=CC=CC=1.Cl>C(O)=O.O>[C:1]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH:13]([CH3:16])[CH2:14][N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[CH:8][CH:7]=1)([CH2:4][CH3:5])([CH3:3])[CH3:2]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 8082PiperidineHCID 2289892-Methyl-3-[4-(2-methylbutan-2-yl)phenyl]propanal

生成物 1

HCID 190989441-[3-(p-Tert.amyl-phenyl)-2-methyl-propyl]-piperidine

試薬・触媒・溶媒 2

HCID 284Formic Acid溶媒HCID 962Water溶媒2 回

反応条件

温度
75 °C

実験手順

21.8 G. of 3-(p-tert.-amyl-phenyl)-2-methyl-propionaldehyde and 11.3 g. of piperidine are heated at reflux in 15 ml. of toluene in a water-separator under nitrogen gasification until the water-cleavage has been completed (6 hours). Subsequently, there are added dropwise at room temperature with stirring 6.9 g. of formic acid, the temperature rising to 36°-40° C. Then, the mixture is heated to 75° C. for 2 hours, 50 Ml. of 2 N hydrochloric acid are added to the cooled solution. The toluene solution is separated. The aqueous-hydrochloric acid solution is made alkaline with 40 ml. of 6 N sodium hydroxide and the product is extracted with ether. The combined ether extracts are washed with water, dried over sodium sulfate and evaporated. By distillation, there is obtained pure 1-[3-(p-tert.-amyl-phenyl)-2-methyl-propyl]-piperidine having a boiling point of 160° C./0.15 Torr.

後処理

  1. temperatureat reflux in 15 ml
  2. custom(6 hours)
  3. additionSubsequently, there are added dropwise at room temperature
  4. customrising to 36°-40° C
  5. customThe toluene solution is separated
  6. extractionof 6 N sodium hydroxide and the product is extracted with ether
  7. washThe combined ether extracts are washed with water
  8. dry with materialdried over sodium sulfate
  9. customevaporated
  10. distillationBy distillation

出典と根拠

ORDレコード
ord-229c649257aa426583143dce434d7e7f
出典データセット
uspto-grants-1980_05
特許番号
US04202894

反応ノート

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