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

HRID 600961노트

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HRID 600961 반응식
C[O:2][C:3](=[O:24])/[C:4](/[C:13]1[CH:18]=[CH:17][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[C:15]([Cl:23])[CH:14]=1)=[N:5]/[O:6][CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.[OH-].[Li+]>CO>[Cl:23][C:15]1[CH:14]=[C:13](/[C:4](=[N:5]\[O:6][CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)/[C:3]([OH:24])=[O:2])[CH:18]=[CH:17][C:16]=1[S:19]([CH3:22])(=[O:21])=[O:20]

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 87416797methyl (2E)-2-(3-chloro-4-methylsulfonylphenyl)-2-cyclohexyloxyiminoacetate

생성물 1

HCID 87416752(2E)-2-(3-chloro-4-methylsulfonylphenyl)-2-cyclohexyloxyiminoacetic acid수율 98%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
0 °C

실험 절차

(E)-(3-Chloro-4-methanesulfonyl-phenyl)-cyclohexyloxyimino-acetic acid methyl ester (487 mg, 1.30 mmol) was dissolved in methanol (14 mL) and cooled to 0° C. A 2.0 N aqueous solution of lithium hydroxide (1.95 mL, 3.90 mmol) was added dropwise and the cooling bath was removed. After stirring 1 h, 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)-cyclohexyloxyimino-acetic acid (458 mg, 98%) as a white foam that was used without further purification.

후처리

  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

출처 및 근거

ORD 기록
ord-6c568660a55044569114cb4873e9668f
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902248B2

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