反応 #1876806

反応方程式

lithium hydroxide monohydrate

methyl 3-(5-tert.butoxycarbonylamino-2-ethoxymethoxyphenyl)acrylate

phosphate

→

3-(5-tert.butoxycarbonylamino-2-ethoxymethoxyphenyl)acrylic acid

溶媒

tetrahydrofuran

methanol

water

反応条件

後処理

1. 1
   抽出extracted with ethyl acetate
2. 2
   洗浄the organic phase was washed with a saturated aqueous sodium chloride solution
3. 3
   乾燥dried over sodium sulfate
4. 4
   その他The organic phase was partially evaporated to incipient formation of a precipitate, and hexane
5. 5
   workup.ADDITIONwas then added
6. 6
   ろ過The precipitate was filtered off
7. 7
   洗浄washed with 50 mL of hexane

実験手順

2.53 g (0.06 mol) of lithium hydroxide monohydrate was added at 0° C. to a solution of 6.3 g (0.018 mol) of methyl 3-(5-tert.butoxycarbonylamino-2-ethoxymethoxyphenyl)acrylate from step D in 50 mL of tetrahydrofuran, 15 mL of methanol and 30 mL of water. The mixture was allowed to agitate 24 hours at 60° C. The reaction mixture was then poured onto a phosphate buffer solution (pH 7.0) and extracted with ethyl acetate, and the organic phase was washed with a saturated aqueous sodium chloride solution and then dried over sodium sulfate. The organic phase was partially evaporated to incipient formation of a precipitate, and hexane was then added. The precipitate was filtered off and washed with 50 mL of hexane. This gave 5.4 g (89% of the theoretical) of 3-(5-tert.butoxycarbonylamino-2-ethoxymethoxyphenyl)acrylic acid.

出典