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

HRID 1395205노트

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HRID 1395205 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 284Formic Acid용매HCID 962Water용매2회

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온도
75 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-229c649257aa426583143dce434d7e7f
출처 데이터셋
uspto-grants-1980_05
특허 번호
US04202894

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