Lithium Hydroxide → (2E)-2-(3-chloro-4-methylsulfonylphenyl)-2-(2-methylpropoxyimino)acetic acid

HRID 600982ノート

反応式

HRID 600982 の反応式
C[O:2][C:3](=[O:22])/[C:4](/[C:11]1[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[C:13]([Cl:21])[CH:12]=1)=[N:5]/[O:6][CH2:7][CH:8]([CH3:10])[CH3:9].[OH-].[Li+]>CO>[Cl:21][C:13]1[CH:12]=[C:11](/[C:4](=[N:5]\[O:6][CH2:7][CH:8]([CH3:10])[CH3:9])/[C:3]([OH:22])=[O:2])[CH:16]=[CH:15][C:14]=1[S:17]([CH3:20])(=[O:19])=[O:18]

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 87416764methyl (2E)-2-(3-chloro-4-methylsulfonylphenyl)-2-(2-methylpropoxyimino)acetate

生成物 1

HCID 87416786(2E)-2-(3-chloro-4-methylsulfonylphenyl)-2-(2-methylpropoxyimino)acetic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

(E)-(3-Chloro-4-methanesulfonyl-phenyl)-isobutoxyimino-acetic acid methyl ester (326 mg, 0.94 mmol) was dissolved in methanol (9.4 mL) and cooled to 0° C. A 2.0 N aqueous solution of lithium hydroxide (1.41 mL, 2.82 mmol) was added dropwise and the cooling bath was removed. After stirring 25 min, the reaction mixture was diluted with chloroform (175 mL) and washed with 0.2 M aqueous potassium bisulfate solution (50 mL). The aqueous phase was extracted with chloroform (75 mL) and the combined organic phases were dried over magnesium sulfate and evaporated in vacuo to afford (E)-(3-chloro-4-methanesulfonyl-phenyl)-isobutoxyimino-acetic acid as a faintly yellow semi-solid (352 mg, >100%), which was used without further purification.

後処理

  1. customthe cooling bath was removed
  2. additionthe reaction mixture was diluted with chloroform (175 mL)
  3. washwashed with 0.2 M aqueous potassium bisulfate solution (50 mL)
  4. extractionThe aqueous phase was extracted with chloroform (75 mL)
  5. dry with materialthe combined organic phases were dried over magnesium sulfate
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-f315a06cc23b4791831b8ea35a308b00
出典データセット
uspto-grants-2011_03
特許番号
US07902248B2

反応ノート

読み込み中…