Lithium Hydroxide → Ammonia

HRID 2266422노트

반응식

HRID 2266422 반응식
C[O:2][C:3](=[O:27])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]2[C:7]=1[C:8]([CH3:26])=[C:9]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1)[C:10]([CH3:17])=[N:11]2.[OH-].[Li+]>C(#N)C>[NH3:11].[Cl:16][C:13]1[CH:14]=[CH:15][C:6]([O:5][CH2:4][C:3]([OH:27])=[O:2])=[C:7]2[C:12]=1[N:11]=[C:10]([CH3:17])[C:9]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1)=[C:8]2[CH3:26]

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 68779636[8-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-yloxy]acetic Acid Methyl Ester

생성물 2

HCID 222AmmoniaHCID 57742525[8-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-yloxy]acetic Acid

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of [8-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-yloxy]acetic acid methyl ester (0.11 g), acetonitrile (2.0 mL) and 4.0 M aqueous lithium hydroxide solution (2.0 mL) was stirred at room temperature for 1 hour. The acetonitrile was removed under reduced pressure and the pH of the residue adjusted to 5 by the addition of saturated aqueous sodium dihydrogenphosphate solution. The resulting mixture was extracted with ethyl acetate and the combined extracts dried over magnesium sulfate and concentrated under reduced pressure. Purification of the residue by column chromatography on a flash NH2 cartridge, eluting with methanol and then 2.0 M ammonia in methanol, gave title compound, 0.10 g.

후처리

  1. customThe acetonitrile was removed under reduced pressure
  2. additionthe pH of the residue adjusted to 5 by the addition of saturated aqueous sodium dihydrogenphosphate solution
  3. extractionThe resulting mixture was extracted with ethyl acetate
  4. dry with materialthe combined extracts dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customPurification of the residue by column chromatography on a flash NH2 cartridge
  7. washeluting with methanol

출처 및 근거

ORD 기록
ord-f342f36473774837a0da438380bce79b
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858640B2

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