Water → 1-Benzyl-4-((methylamino)methyl)piperidin-4-ol

HRID 127265

반응식

HRID 127265 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:14]1[CH2:24][CH2:23][C:17]2([O:21][C:20](=O)[NH:19][CH2:18]2)[CH2:16][CH2:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.O.[OH-].[Na+]>O1CCCC1>[CH2:7]([N:14]1[CH2:24][CH2:23][C:17]([OH:21])([CH2:18][NH:19][CH3:20])[CH2:16][CH2:15]1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 1998151-Oxa-3,8-diazaspiro(4.5)decan-2-one, 8-benzyl-HCID 21226445Aluminium lithium hydride

생성물 1

HCID 183513291-Benzyl-4-((methylamino)methyl)piperidin-4-ol수율 98.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a stirred mixture of 7 g lithium aluminum hydride and 150 ml tetrahydrofuran under argon is added dropwise over 20 minutes a solution of 24.6 g 8-benzyl-1-oxa-3,8-diazaspiro[4.5]decan-2-one in 150 ml tetrahydrofuran. The mixture is heated at reflux for two hours. The stirred mixture is treated with sequential dropwise additions of 7 ml water, 7 ml 15% sodium hydroxide and 21 ml water. The mixture is filtered and the filter cake is washed with three 200 ml portions of dichloromethane. Evaporation of the combined filtrates affords 23 g of 1-benzyl-4-hydroxy-4-methylaminomethylpiperidine, an oil.

후처리

  1. temperatureThe mixture is heated
  2. temperatureat reflux for two hours
  3. filtrationThe mixture is filtered
  4. washthe filter cake is washed with three 200 ml portions of dichloromethane
  5. customEvaporation of the combined filtrates

출처 및 근거

ORD 기록
ord-72474edb7717452d8033d31a8b526eee
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04255432

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