Sodium Hydroxide → 1-Benzylpiperidine-4-carboxylic acid

HRID 1291186노트

반응식

HRID 1291186 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([O:16]CC)=[O:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>O1CCOCC1.O>[CH2:1]([N:8]1[CH2:9][CH2:10][CH:11]([C:14]([OH:16])=[O:15])[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 90423Ethyl 1-benzylpiperidine-4-carboxylate

생성물 1

HCID 47149831-Benzylpiperidine-4-carboxylic acid수율 83%

시약·촉매·용매 2

HCID 962Water용매2회HCID 312751,4-Dioxane용매

실험 절차

0.8 g (0.00323 mol) of ethyl 1-benzylpiperidine-4-carboxylate was dissolved in a mixture of 5 ml of dioxan, 2 ml of water and 3.5 ml (0.0035 mol) of 1N aqueous NaOH. After stirring for 15 min. 3.5 ml (0.0035 mol) of 1N aqueous HCI were added, the mixture was diluted with 20 ml of water, the dioxan was removed by distillation and the residue which remained was lyophilized. The residue was boiled twice with 100 ml of isopropanol each time and the combined organic phases were filtered and concentrated. The product crystallized out in the cold. 0.586 g (83%) of 1-benzylpiperidine-4-carboxylic acid was obtained as white crystals; m.p. 167°-168°.

후처리

  1. addition3.5 ml (0.0035 mol) of 1N aqueous HCI were added
  2. customthe dioxan was removed by distillation
  3. filtrationthe combined organic phases were filtered
  4. concentrationconcentrated
  5. customThe product crystallized out in the cold

출처 및 근거

ORD 기록
ord-01127f7dac544b5f8ac746ad3ea55b70
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753679

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