반응 #166050

반응 방정식

p-xylene

3,5-bis(methoxymethoxy)benzoyl chloride

4-acetoxystyrene

N-methyl morpholine

→

product

수율 59.0%

4′-acetoxy-3,5-bis(methoxymethoxy)stilbene

수율 59.0%

용매

EtOAc

반응 조건

후처리

1. 1
   온도Then it was cooled to room temperature
2. 2
   여과filtered
3. 3
   세척The filtrate was washed with brine
4. 4
   건조dried over Na2SO4
5. 5
   여과Then it was filtered
6. 6
   기타purified via flash chromatography

실험 절차

A 50 mL round bottom flask was charged with p-xylene (20 mL), Pd II catalyst (22.5 mg, 0.1 mmol), 1,3-bis-(2,6-diisopropylphenyl)imidazolinium chloride (42.7 mg, 0.1 mmol), 3,5-bis(methoxymethoxy)benzoyl chloride (2.42 g, 10 mmol), 4-acetoxystyrene (1.94 g, 12 mmol), and N-methyl morpholine (1.38 g, 12 mmol). The mixture was stirred at 120° C. for 3.5 h under nitrogen atmosphere. Then it was cooled to room temperature and EtOAc was added and filtered. The filtrate was washed with brine and dried over Na2SO4. Then it was filtered and purified via flash chromatography and gave the product (2.1 g, 59%) as white solid. Data are: 1H NMR (CDCl3, 300 MHz) δ 7.48 (d, 2H), 7.08-6.93 (m, 4H), 6.86 (d, 2H), 6.66 (t, 1H), 5.19 (s, 4H), 3.50 (s, 6H), 2.30 (s, 3H); 13C NMR (CDCl3, 75 MHz) δ 169.5, 158.7, 150.3, 139.5, 135.0, 128.7, 128.5, 127.6, 121.9, 108.0, 104.5, 94.6, 56.2, 21.2; HRMS (EI+) found 358.1409 M+, calcd 358.1416 for C20H22O6.

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