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

Temperature

0 °C

(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.

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

ORD record

ord-f315a06cc23b4791831b8ea35a308b00

Source dataset

uspto-grants-2011_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07902248B2