Hydrochloric Acid → HCID 19439052、化合物

HRID 1920751ノート

反応式

HRID 1920751 の反応式
[OH-].[Na+].C([O:5][C:6](=[O:18])[CH2:7][CH:8]1[CH2:13][CH2:12][N:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[CH2:10][CH2:9]1)C.Cl>O.C(O)C>[C:14]([N:11]1[CH2:10][CH2:9][CH:8]([CH2:7][C:6]([OH:18])=[O:5])[CH2:13][CH2:12]1)([CH3:17])([CH3:15])[CH3:16]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57733330HCID 57733330、化合物

生成物 1

HCID 19439052HCID 19439052、化合物収率 19.7%

試薬・触媒・溶媒 1

HCID 19096565Water ethanol溶媒

実験手順

To a solution of NaOH in water/ethanol (v/v=40/10, 50 mL) (1-tert-butyl-piperidin-4-yl)-acetic acid ethyl ester (4.03 g, 17.8 mmol) was added and the mixture was stirred at r.t. overnight. 1 N aq. HCl was added to adjust the pH to 5. Volotiles were evaporated in vacuo, the residue was diluted with methanol (30 mL), and the insoluble inorganic salts were removed by filtration. The filtrate was concentrated and purified by column chromatography on silica gel (CH2Cl2/MeOH=20/1 to 5/1) to give 0.7 g of title compound as a light grey powder. 1H NMR (400 MHz, DMSO-d6): 3.15-3.08 (br m, 2H), 2.30 (br t, J=11.2 Hz, 2H), 2.05 (d, J=6.4 Hz, 2H), 1.71-1.68 (m, 3H), 1.30-1.27 (m, 2H), 1.10 (s, 9H).

後処理

  1. customVolotiles were evaporated in vacuo
  2. additionthe residue was diluted with methanol (30 mL)
  3. customthe insoluble inorganic salts were removed by filtration
  4. concentrationThe filtrate was concentrated
  5. custompurified by column chromatography on silica gel (CH2Cl2/MeOH=20/1 to 5/1)

出典と根拠

ORDレコード
ord-40771122922846a89c7a0486c0cb24c2
出典データセット
uspto-grants-2012_05
特許番号
US08173639B2

反応ノート

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