Hydrochloric Acid → 2,2-Dimethyl-propionic acid (3RS,4RS)-3-methyl-piperidin-4-yl ester

HRID 1804760ノート

反応式

HRID 1804760 の反応式
C([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15](=[O:20])[C:16]([CH3:19])([CH3:18])[CH3:17])[CH:10]([CH3:21])[CH2:9]1)C1C=CC=CC=1.Cl>CO.[OH-].[Pd+2].[OH-]>[CH3:21][CH:10]1[CH:11]([O:14][C:15](=[O:20])[C:16]([CH3:19])([CH3:18])[CH3:17])[CH2:12][CH2:13][NH:8][CH2:9]1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 668417832,2-Dimethyl-propionic acid (3RS,4RS)-1-benzyl-3-methyl-piperidin-4-yl ester

生成物 1

HCID 668421342,2-Dimethyl-propionic acid (3RS,4RS)-3-methyl-piperidin-4-yl ester

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒2 回

実験手順

Palladium hydroxide (20% on carbon, 1.5 g) is placed in a round-bottom flask under an argon atmosphere and covered with methanol, A solution of 2,2-dimethyl-propionic acid (3RS,4RS)-1-benzyl-3-methyl-piperidin-4-yl ester (4) (15 g, 51.8 mmol) in 300 ml of methanol is added, followed by an 1.3M methanolic HCl solution (62 ml, 78 mmol). Then the mixture is hydrogenated under normal pressure for 20 h. The solution is filtrated through celite and evaporated under reduced pressure. The residue is dissolved in diethyl ether and washed with 1N aqueous sodium hydroxide solution and brine. The combined organic layers are dried over Na2SO4 and evaporated under reduced pressure.

後処理

  1. filtrationThe solution is filtrated through celite
  2. customevaporated under reduced pressure
  3. dissolutionThe residue is dissolved in diethyl ether
  4. washwashed with 1N aqueous sodium hydroxide solution and brine
  5. dry with materialThe combined organic layers are dried over Na2SO4
  6. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-dfe6ecf1565c49deb091fc4df364aa91
出典データセット
uspto-grants-2013_01
特許番号
US08354431B2

反応ノート

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