Hydrochloric Acid → 2-(((Benzyloxy)carbonyl)amino)-5-hydroxybenzoic acid

HRID 275832

반응식

HRID 275832 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:12](Cl)([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13].Cl>[OH-].[Na+]>[CH2:15]([O:14][C:12]([NH:1][C:2]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])=[O:13])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 10387Benzyl chloroformateHCID 1645925-Hydroxyanthranilic acid

생성물 1

HCID 183153542-(((Benzyloxy)carbonyl)amino)-5-hydroxybenzoic acid수율 51.5%

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

2-Amino-5-hydroxy-benzoic acid (3.0 g) was dissolved in a 1N aqueous solution of sodium hydroxide (50 ml), to which was added dropwise carbobenzyloxy chloride (3.5 g). The mixture was stirred for one hour at room temperature, which was neutralized with 1N hydrochloric acid, followed by extraction with ethyl acetate (100 ml). The organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled under reduced pressure to leave 2-benzyloxycarbonylamino-5-hydroxybenzoic acid as blackish brown crystals (2.9 g).

후처리

  1. extractionfollowed by extraction with ethyl acetate (100 ml)
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled under reduced pressure

출처 및 근거

ORD 기록
ord-376d0988882649fe9f625f30c1039e18
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06352982B1

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