Hydrochloric Acid → 3-(1-Benzyl-piperidin-4-ylamino)-propan-1-ol

HRID 352439노트

반응식

HRID 352439 반응식
[NH2:1][CH2:2][CH2:3][CH2:4][OH:5].[CH2:6]([N:13]1[CH2:18][CH2:17][C:16](=O)[CH2:15][CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].Cl.[OH-].[Na+]>C(Cl)Cl>[CH2:6]([N:13]1[CH2:18][CH2:17][CH:16]([NH:1][CH2:2][CH2:3][CH2:4][OH:5])[CH2:15][CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 90863-Amino-1-propanolHCID 14798Sodium HydroxideHCID 192201-Benzyl-4-piperidoneHCID 5049666Sodium triacetoxyborohydride

생성물 1

HCID 31534663-(1-Benzyl-piperidin-4-ylamino)-propan-1-ol수율 58.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

16.5 g of 3-aminopropanol and 41.7 g of 1-benzyl-4-piperidone are dissolved in 350 ml of methylene chloride and 56 g of sodium triacetoxy-borohydride are slowly added at about 10° C. The mixture is stirred overnight at ambient temperature, then acidified with dilute hydrochloric acid while cooling and then made alkaline with conc. sodium hydroxide solution. The organic phase is separated off, the aqueous phase is washed once more with 150 ml of methylene chloride. The combined organic phases are dried over sodium sulphate and the solvent is eliminated in vacuo. 32 g of 1-benzyl-4-(3-hydroxy-propylamino)-piperidine are obtained as a yellow oil, which is used without further purification in the next reaction step.

후처리

  1. temperaturewhile cooling
  2. customThe organic phase is separated off
  3. washthe aqueous phase is washed once more with 150 ml of methylene chloride
  4. dry with materialThe combined organic phases are dried over sodium sulphate

출처 및 근거

ORD 기록
ord-6711517e198747158f0c905f5ff645b6
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06747044B2

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