반응 #417942

반응 방정식

bis(pinacolato)diboron

potassium acetate

bromide

3,4-diamino-benzoic acid ethyl ester

→

2

4-methoxycarbonylphenylboronic acid

용매

dioxane

ethyl acetate

반응 조건

후처리

1. 1
   세척The organic phase was washed with H2O (20 mL)
2. 2
   건조dried over sodium sulfate
3. 3
   농축concentrated in vacuo
4. 4
   기타The residue was further purified by silica gel column chromatography (haxanes/ethyl acetate=1/4 to 0/1 (v/v))

실험 절차

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)+.

출처