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

HRID 2121292ノート

反応式

HRID 2121292 の反応式
[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

参加物

7

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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

後処理

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

出典と根拠

ORDレコード
ord-3d36393920ae4efd9ac981d6fe0b7509
出典データセット
uspto-grants-2004_02
特許番号
US06696042B2

反応ノート

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