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

HRID 1787676ノート

反応式

HRID 1787676 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 684531854-Bromo-6-methoxyquinoline-3-carboxylic acid収率 91.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-4371dca6a9cd48b5826870e1ea301247
出典データセット
uspto-grants-2009_03
特許番号
US07511035B2

反応ノート

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