Hydrochloric Acid → 4-Bromo-6-methoxyquinoline-3-carboxylic acid

HRID 1787676노트

반응식

HRID 1787676 반응식
C([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[Br:16])=[CH:13][C:12]([O:17][CH3:18])=[CH:11][CH:10]=2)=[O:5])C.[OH-].[Na+].CO.C(Cl)Cl.Cl>C1COCC1>[Br:16][C:15]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:17][CH3:18])[CH:13]=2)[N:8]=[CH:7][C:6]=1[C:4]([OH:5])=[O:3]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21226129Dichloromethane methanolHCID 49758155Ethyl 4-bromo-6-methoxyquinoline-3-carboxylate

생성물 1

HCID 684531854-Bromo-6-methoxyquinoline-3-carboxylic acid수율 91.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-Bromo-6-methoxy-quinoline-3-carboxylic acid ethyl ester (41 g, 0.132 mole), partially dissolved in THF (600 mL), was treated dropwise with aqueous 2 M sodium hydroxide (198.4 mL, 0.396 mole). After 24 hr, the reaction was complete by TLC (2% MeOH/CH2Cl2). The mixture was neutralized with 5 M HCl then the THF was removed in vacuo. The residue was dissolved in water and acidified with 5 M HCl. The solid product was collected under suction, washed well with water, and dried in vacuo to give the title compound (34 g, 91%) as a white solid: MS (ES) m/e 282/284 (M+H)+.

후처리

  1. customthe THF was removed in vacuo
  2. dissolutionThe residue was dissolved in water
  3. customThe solid product was collected under suction
  4. washwashed well with water
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-4371dca6a9cd48b5826870e1ea301247
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07511035B2

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