반응 #67480

반응 방정식

2-(4-Bromophenyl)-2-methylpropane-1,3-diol

triphenyl phosphine

diisopropyl azodicarboxylate

→

3-(4-bromophenyl)-3-methyloxetane

수율 42.0%

용매

toluene

반응 조건

후처리

1. 1
   기타irradiated in the microwave at 140° C. for 10 minutes
2. 2
   기타The mixture was directly purified by silica gel chromatography
3. 3
   세척eluting with 0-20% ethyl acetate in hexanes

실험 절차

2-(4-Bromophenyl)-2-methylpropane-1,3-diol (100 mg, 0.41 mmol), triphenyl phosphine (210 mg, 0.82 mmol), and diisopropyl azodicarboxylate (160 μL, 0.82 mmol) were combined in toluene (2 mL) and irradiated in the microwave at 140° C. for 10 minutes. The mixture was directly purified by silica gel chromatography eluting with 0-20% ethyl acetate in hexanes to give 3-(4-bromophenyl)-3-methyloxetane (39 mg, 42%) 1H NMR (400 MHz, DMSO-d6) δ 7.38-7.34 (m, 2H), 7.26-7.22 (m, 2H), 4.82-4.80 (m, 2H), 4.55-4.54 (m, 2H), 1.62 (s, 3H).

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