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

HRID 2166572ノート

反応式

HRID 2166572 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-ee2d21ca19fd48eea45e700aed92b335
出典データセット
uspto-grants-1983_06
特許番号
US04387230

反応ノート

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