反応 #42473

反応方程式

Methyl 4-butyl-8-cyano-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylate

potassium hydroxide

→

title compound

収率 88.2%

4-Butyl-8-cyano-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylic acid

収率 88.2%

溶媒

methanol

water

反応条件

後処理

1. 1
   濃縮then concentrated under reduced pressure
2. 2
   workup.ADDITIONThe residue was diluted with water
3. 3
   洗浄washed with ethyl acetate
4. 4
   抽出extracted with chloroform (4×100 mL)
5. 5
   乾燥The combined organic extracts were dried (sodium sulfate)
6. 6
   ろ過filtered
7. 7
   濃縮concentrated under reduced pressure

実験手順

To a stirred solution of Methyl 4-butyl-8-cyano-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylate (184 mg) in methanol (3 mL) was added potassium hydroxide (7 mL of a 1.0 M solution in water). The mixture was stirred at room temperature overnight then concentrated under reduced pressure. The residue was diluted with water and washed with ethyl acetate. The aqueous layer was acidified to pH 4 with 1 N hydrochloric acid and extracted with chloroform (4×100 mL). The combined organic extracts were dried (sodium sulfate), filtered, and concentrated under reduced pressure to give 154 mg of the title compound: 1H NMR (300 MHz, CDCl3) δ 7.62, 7.46, 4.44, 3.41, 3.33, 1.60, 1.41, 0.98.

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