Piperidine → 1,2,3,6-Tetrahydro-4-(3-methoxyphenyl)-1-methylpyridine

HRID 1156996노트

반응식

HRID 1156996 반응식
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[CH3:15][N:16]1[CH2:21][CH2:20][C:19](O)([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([OH:28])[CH:23]=2)[CH2:18][CH2:17]1.N1CCCC[CH2:31]1.[OH-].[NH4+]>CS(O)(=O)=O>[CH3:15][N:16]1[CH2:21][CH:20]=[C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH3:31])[CH:23]=2)[CH2:18][CH2:17]1

참가 물질

6

반응물 4

HCID 8082PiperidineHCID 14812Phosphorus oxide (P4O10)HCID 14923Ammonium HydroxideHCID 205344404-(3-Hydroxyphenyl)-1-methyl-4-piperidinol

생성물 1

HCID 1557781,2,3,6-Tetrahydro-4-(3-methoxyphenyl)-1-methylpyridine

시약·촉매·용매 1

HCID 6395Methanesulfonic Acid용매

실험 절차

To a stirred solution of 200 ml. of 50 g. of phosphorous pentoxide in methanesulfonic acid was added portionwise over four minutes 59 g. of 1-methyl-4-hydroxy-4-(3-hydroxyphenyl)piperidine. The reaction was exothermic and the temperature rose to 70° C. After complete addition of the piperidine derivative, the reaction mixture was added to 200 g. of ice, and the aqueous mixture was made alkaline by the addition of ammonium hydroxide. The alkaline mixture was extracted several times with diethyl ether, and the ethereal extracts were combined, washed with water, dried, and the solvent was removed by evaporation under reduced pressure to provide 44.7 g. of the product as an oil. The oil thus formed was distilled to provide 1-methyl-4-(3-methoxyphenyl)-1,2,3,6-tetrahydropyridine, B.P. 123°-138° C. at 0.1 torr.

후처리

  1. customrose to 70° C
  2. additionthe reaction mixture was added to 200 g
  3. extractionThe alkaline mixture was extracted several times with diethyl ether
  4. washwashed with water
  5. customdried
  6. customthe solvent was removed by evaporation under reduced pressure
  7. customto provide 44.7 g
  8. customThe oil thus formed
  9. distillationwas distilled

출처 및 근거

ORD 기록
ord-6972dab723cc49499acce59436a7ba4d
출처 데이터셋
uspto-grants-1982_06
특허 번호
US04337341

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