Lithium Hydroxide → 2-(4-(tert-Butoxycarbonyl(methyl)amino) phenyl)acetic acid

HRID 858056노트

반응식

HRID 858056 반응식
C[O:2][C:3](=[O:20])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH3:12])=[CH:7][CH:6]=1.[OH-].[Li+]>CO>[C:16]([O:15][C:13]([N:11]([CH3:12])[C:8]1[CH:7]=[CH:6][C:5]([CH2:4][C:3]([OH:20])=[O:2])=[CH:10][CH:9]=1)=[O:14])([CH3:19])([CH3:18])[CH3:17]

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 10636383Methyl 2-(4-(tert-butoxycarbonyl(methyl)amino)phenyl)acetate

생성물 1

HCID 107303972-(4-(tert-Butoxycarbonyl(methyl)amino) phenyl)acetic acid수율 70%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

To a solution of [4-(tert-butoxycarbonyl-methyl-amino)-phenyl]-acetic acid methyl ester (prepared according to the procedure of Hay et al. as described in J. Chem. Soc. Perkin Trans I. 1999, 19, 2759) (2.68 mmol) in methanol (10 mL) was added 1.0M aqueous lithium hydroxide solution (13.7 mL) and the mixture heated to 50° C. for 35 mins. The reaction mixture was cooled in an ice bath then washed with ether (25 mL), acidified with 3.0M aqueous hydrochloric acid to pH=4 while stirring and cooling in an ice bath. The precipitate was isolated by filtration, washed with water and dried in vacuo to give [4-(tert-butoxycarbonyl-methyl-amino)-phenyl]-acetic acid as a colorless solid (70%).

후처리

  1. temperatureThe reaction mixture was cooled in an ice bath
  2. washthen washed with ether (25 mL)
  3. temperaturecooling in an ice bath
  4. customThe precipitate was isolated by filtration
  5. washwashed with water
  6. customdried in vacuo

출처 및 근거

ORD 기록
ord-3fa99353c6a047a9af3044ca72328568
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07148229B2

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