Diethyl Ether → 5-Difluoromethympyrazine-2-carboxylic acid

HRID 217983ノート

反応式

HRID 217983 の反応式
FC(F)(F)C(O)=O.[F:8][CH:9]([F:23])[C:10]1[N:11]=[CH:12][C:13]([C:16]([O:18]C(C)(C)C)=[O:17])=[N:14][CH:15]=1.CCOCC.[OH-].[Na+]>ClCCl>[F:23][CH:9]([F:8])[C:10]1[N:11]=[CH:12][C:13]([C:16]([OH:18])=[O:17])=[N:14][CH:15]=1

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 57475685t-Butyl 5-difluoromethylpyrazine-2-carboxylate

生成物 1

HCID 574685755-Difluoromethympyrazine-2-carboxylic acid収率 75.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (1 mL) was added to a solution of t-butyl 5-difluoromethylpyrazine-2-carboxylate (175 mg) in dichloromethane (1 mL), and the mixture was stirred at room temperature for five hours. Ether and 5 N sodium hydroxide were added to the reaction solution. The aqueous layer was separated and made acidic with 5 N hydrochloric acid. Ethyl acetate was added to the aqueous layer, and the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate, and the insoluble matter was separated by filtration. The filtrate was concentrated to obtain the title compound (100 mg).

後処理

  1. customThe aqueous layer was separated
  2. additionEthyl acetate was added to the aqueous layer
  3. customthe organic layer was separated
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. customthe insoluble matter was separated by filtration
  6. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-f129575f933b4192b3efdb3812efb555
出典データセット
uspto-grants-2012_06
特許番号
US08198269B2

反応ノート

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