trans-N-[3-methoxy-1-(phenylmethyl)-4-piperidinyl]-3-(trifluoromethyl)benzamide → trans-N-(3-methoxy-4-piperidinyl)-3-(trifluoromethyl)benzamide

HRID 981302노트

반응식

HRID 981302 반응식
[CH3:1][O:2][C@H:3]1[C@H:8]([NH:9][C:10](=[O:21])[C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)[CH2:7][CH2:6][N:5](CC2C=CC=CC=2)[CH2:4]1.[H][H]>[Pd].CO>[CH3:1][O:2][C@H:3]1[C@H:8]([NH:9][C:10](=[O:21])[C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:18])[F:19])[CH:12]=2)[CH2:7][CH2:6][NH:5][CH2:4]1

참가 물질

5

반응물 2

HCID 67928762trans-N-[3-methoxy-1-(phenylmethyl)-4-piperidinyl]-3-(trifluoromethyl)benzamideHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 67928786trans-N-(3-methoxy-4-piperidinyl)-3-(trifluoromethyl)benzamide수율 71%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A mixture of 12 parts of trans-N-[3-methoxy-1-(phenylmethyl)-4-piperidinyl]-3-(trifluoromethyl)benzamide and 200 parts of methanol was hydrogenated at normal pressure and at room temperature with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated in vacuo. The residue was solidified on scratching in 2,2'-oxybispropane. The precipitated product was filtered off and dissolved in 135 parts of methylbenzene and 105 parts of 1,1'-oxybisethane. The supernatant liquid was decanted, washed twice with a dilute ammonium hydroxide solution and the product was extracted with methylbenzene. The aqueous phase was saturated with potassium carbonate and the product was extracted with methylbenzene. The combined organic layers were dried, filtered and evaporated in vacuo, yielding 6.43 parts (71%) of trans-N-(3-methoxy-4-piperidinyl)-3-(trifluoromethyl)benzamide; mp. 100.3° C. (interm. 9).

후처리

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated in vacuo
  3. filtrationThe precipitated product was filtered off
  4. dissolutiondissolved in 135 parts of methylbenzene and 105 parts of 1,1'-oxybisethane
  5. customThe supernatant liquid was decanted
  6. washwashed twice with a dilute ammonium hydroxide solution
  7. extractionthe product was extracted with methylbenzene
  8. extractionthe product was extracted with methylbenzene
  9. customThe combined organic layers were dried
  10. filtrationfiltered
  11. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-d5a116b674464030a04cb9d0e77792c4
출처 데이터셋
uspto-grants-1991_02
특허 번호
US04990521

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