Sodium Carbonate → 6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid

HRID 548811ノート

反応式

HRID 548811 の反応式
C([O:3][C:4]([C:6]1[N:7]=[N:8][C:9]([O:12][CH2:13][C:14]2[C:15]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:16][O:17][C:18]=2[CH3:19])=[CH:10][CH:11]=1)=[O:5])C.[OH-].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH3:19][C:18]1[O:17][N:16]=[C:15]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:14]=1[CH2:13][O:12][C:9]1[N:8]=[N:7][C:6]([C:4]([OH:5])=[O:3])=[CH:11][CH:10]=1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 14798Sodium Hydroxide2 回HCID 426302546-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid ethyl ester

生成物 1

HCID 665989756-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid収率 100%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
60 °C

実験手順

To a solution of 6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid ethyl ester (3.1 g, 9.0 mmol) in ethanol (15 mL) was added aqueous sodium hydroxide (1 N, 27.5 mL). After heating at 60° C. for 30 min it was cooled to ambient temperature and and aqueous sodium carbonate (2 M, 50 mL) added. Addition of aqueous sodium hydroxide (1 M, 50 mL) was followed by extraction with tert-butylmethylether. The aqueous phase was acidified with aqueous hydrogen chloride (25%) to pH=2 and extracted with tert-butylmethylether and ethyl acetate. The combined organic layers were dried over sodium sulfate and concentration afforded the title compound (2.8 g, 100%) as a white solid after trituration from tert-butylmethylether. MS: m/e=309.3 [M−H]−.

後処理

  1. temperaturewas cooled to ambient temperature
  2. extractionwas followed by extraction with tert-butylmethylether
  3. extractionextracted with tert-butylmethylether and ethyl acetate
  4. dry with materialThe combined organic layers were dried over sodium sulfate and concentration

出典と根拠

ORDレコード
ord-7ab9868279f841f0ac99a7fd1ec387a2
出典データセット
uspto-grants-2011_05
特許番号
US07943619B2

反応ノート

読み込み中…