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

HRID 1804760노트

반응식

HRID 1804760 반응식
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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dfe6ecf1565c49deb091fc4df364aa91
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354431B2

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