Sodium Bicarbonate → 5-Hydroxy-1-methyl-3-(4-methylphenyl)-1,2,5,6-tetrahydropyridine

HRID 2166572노트

반응식

HRID 2166572 반응식
Cl.[CH3:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH2:14][N:13]([CH3:15])[CH2:12][C:11](=[O:16])[CH:10]=2)=[CH:5][CH:4]=1.C(=O)(O)[O-].[Na+].[BH4-].[Na+]>C(O)C>[OH:16][CH:11]1[CH2:12][N:13]([CH3:15])[CH2:14][C:9]([C:6]2[CH:5]=[CH:4][C:3]([CH3:2])=[CH:8][CH:7]=2)=[CH:10]1

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 4311764Sodium borohydrideHCID 204998081,6-dihydro-5-(4-methylphenyl)-1-methyl-3[2H]pyridone hydrochloride

생성물 1

HCID 129007105-Hydroxy-1-methyl-3-(4-methylphenyl)-1,2,5,6-tetrahydropyridine수율 58.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 1,6-dihydro-5-(4-methylphenyl)-1-methyl-3[2H]pyridone hydrochloride (18 g) in 50% aqueous ethanol (500 ml) was treated with sodium bicarbonate (6.4 g) followed by sodium borohydride (4 g) in portions. After 2 hours, the solvent was removed under reduced pressure and the residue extracted with ether (2×250 ml). Drying (MgSO4) followed by removal of the solvent under vacuum gave an oil which crystallised and was recrystallised from pentane to give the title compound (9 g) m.p. 67°-69°.

후처리

  1. customthe solvent was removed under reduced pressure
  2. extractionthe residue extracted with ether (2×250 ml)
  3. dry with materialDrying (MgSO4)
  4. customfollowed by removal of the solvent under vacuum
  5. customgave an oil which
  6. customcrystallised
  7. customwas recrystallised from pentane

출처 및 근거

ORD 기록
ord-ee2d21ca19fd48eea45e700aed92b335
출처 데이터셋
uspto-grants-1983_06
특허 번호
US04387230

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