Sodium Hydroxide → 1-Benzylpiperidine-4-carboxylic acid

HRID 1291186ノート

反応式

HRID 1291186 の反応式
[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

参加物

5

反応物 2

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

生成物 1

HCID 47149831-Benzylpiperidine-4-carboxylic acid収率 83%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 312751,4-Dioxane溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-01127f7dac544b5f8ac746ad3ea55b70
出典データセット
uspto-grants-1998_05
特許番号
US05753679

反応ノート

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