反応 #417942

反応方程式

bis(pinacolato)diboron

potassium acetate

bromide

3,4-diamino-benzoic acid ethyl ester

→

2

4-methoxycarbonylphenylboronic acid

溶媒

dioxane

ethyl acetate

反応条件

後処理

1. 1
   洗浄The organic phase was washed with H2O (20 mL)
2. 2
   乾燥dried over sodium sulfate
3. 3
   濃縮concentrated in vacuo
4. 4
   その他The residue was further purified by silica gel column chromatography (haxanes/ethyl acetate=1/4 to 0/1 (v/v))

実験手順

Referring to Scheme 11-1, to a solution of the bromide 1 (2.0 g, 4.2 mmol, prepared according to published conditions) in dioxane (60 mL) was added bis(pinacolato)diboron (4.32 g, 17 mmol), Pd(PPh3)4 (0.49 g, 0.42 mmol) and potassium acetate (2.06 g, 21 mmol) under nitrogen atmosphere. The reaction mixture was stirred at 80° C. for 5 h, and then diluted with ethyl acetate (150 mL). The organic phase was washed with H2O (20 mL), dried over sodium sulfate and concentrated in vacuo. The residue was further purified by silica gel column chromatography (haxanes/ethyl acetate=1/4 to 0/1 (v/v)) to give 2 (1.73 g, 79% yield). LC-MS (ESI): m/z 523.3 (M+H)+.

出典