Hydrochloric Acid → 1-(3-Phenyl-2-propyn-1-yl)piperidine

HRID 6792

반응식

HRID 6792 반응식
[C:1]1([C:7]#[CH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.[CH2:15]=O.Cl>O1CCOCC1.[Cu]Cl>[C:1]1([C:7]#[C:8][CH2:15][N:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 8082PiperidineHCID 10821Phenylacetylene

생성물 1

HCID 2007111-(3-Phenyl-2-propyn-1-yl)piperidine수율 65.3%

시약·촉매·용매 2

HCID 62652Cuprous chloride촉매HCID 312751,4-Dioxane용매3회

반응 조건

온도
25 °C

실험 절차

With stirring, a solution of phenylacetylene (10.2 g) in dioxane (10 ml), a solution of piperidine (13.3 g) in dioxane (10 ml) and copper(I) chloride (0.1 g) were added successively to a suspension of paraformaldehyde (3.6 g) in dioxane (10 ml). The mixture was heated under reflux for 6 hours, allowed to cool to 25° C. and acidified using 20% strength hydrochloric acid. The solution was washed with diethyl ether and the aqueous phase was made alkaline using 50% strength aqueous sodium hydroxide solution and extracted with diethyl ether (3×100 ml). The organic phase was dried with magnesium sulfate and concentrated completely. Distillation of the residue under reduced pressure gave an oil (13.0 g) of boiling point 95° C./0.045 mm Hg.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 6 hours
  3. washThe solution was washed with diethyl ether
  4. extractionextracted with diethyl ether (3×100 ml)
  5. dry with materialThe organic phase was dried with magnesium sulfate
  6. concentrationconcentrated completely
  7. distillationDistillation of the residue under reduced pressure

출처 및 근거

ORD 기록
ord-a76fbde539d14fbe965fa11a289cc844
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084158B2

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