Hydrochloric Acid → HCID 25219319, 화합물

HRID 2387949노트

반응식

HRID 2387949 반응식
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:6]([N:13]1[CH2:18][CH2:17][C:16](=O)[CH2:15][CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl.[C-:21]#[N:22].[K+]>C(O)C.O.CCOC(C)=O.CCCCCCC>[CH2:6]([N:13]1[CH2:18][CH2:17][C:16]([N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)([C:21]#[N:22])[CH2:15][CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 9032Potassium CyanideHCID 192201-Benzyl-4-piperidoneHCID 31268Pyrrolidine

생성물 1

HCID 25219319HCID 25219319, 화합물수율 98.4%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매HCID 21899848Ethylacetate heptane용매

실험 절차

100 g (5 equiv.) of pyrrolidine were added to a solution of 50 g (1 equiv.) of 1-benzylpiperidin-4-one in 250 ml of ethanol, and stirring was carried out for 10 minutes at room temperature. 25 ml (0.5 equiv.) of hydrochloric acid were then added dropwise, over a period of 10 minutes, to the reaction mixture, and stirring was carried out for 30 minutes at room temperature. 55 g (3 equiv.) of potassium cyanide dissolved in 250 ml of water were added to this reaction mixture, and stirring was carried out for three days at room temperature. The progress of the reaction was monitored by thin-layer chromatography (50% EtOAc/heptane). When the reaction was complete, the solid that had formed was filtered off and washed with ice-water (3×150 ml). The resulting solid was then suspended in ethyl acetate and dried with Na2SO4. After removal of the solvent under reduced pressure, 70 g of crude product were obtained in the form of a solid.

후처리

  1. stirringstirring
  2. waitwas carried out for 30 minutes at room temperature
  3. additionwere added to this reaction mixture
  4. stirringstirring
  5. waitwas carried out for three days at room temperature
  6. customthe solid that had formed
  7. filtrationwas filtered off
  8. washwashed with ice-water (3×150 ml)
  9. dry with materialdried with Na2SO4
  10. customAfter removal of the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-a6328bcae44f44b0a6f0c83d2cca2d1e
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08269000B2

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