반응 #80300

반응 방정식

3-bromostyrene

3-Chloroperoxybenzoic acid

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product

수율 73.6%

3-Bromostyrene oxide

수율 73.6%

용매

CH2Cl2

반응 조건

후처리

1. 1
   농축The reaction mixture was concentrated to a residue
2. 2
   workup.ADDITIONdiluted with CCl4 (20 mL)
3. 3
   기타Precipitated m-chlorobenzoic acid was removed by filtration
4. 4
   세척the filtrate was washed with a 50:50 mixture of 5% aq. NaHCO3 and 5% aq. NaHSO3 (100 mL)
5. 5
   추출The organic extract
6. 6
   건조was dried over Na2SO4
7. 7
   농축concentrated under reduced pressure

실험 절차

A solution of 3-bromostyrene (1.0 g, 5.46 mmol) in CH2Cl2 (10 mL) was cooled in an ice bath. 3-Chloroperoxybenzoic acid (57% pure) (1.82 g, 6.01 mmol) was added in one batch and the stirring was continued over 18 h. The reaction mixture was concentrated to a residue and diluted with CCl4 (20 mL). Precipitated m-chlorobenzoic acid was removed by filtration and the filtrate was washed with a 50:50 mixture of 5% aq. NaHCO3 and 5% aq. NaHSO3 (100 mL). The organic extract was dried over Na2SO4 and concentrated under reduced pressure to yield 0.80 g (64%) of product as a yellow oil. 1H NMR (CDCl3) δ2.74 (m, 1, CH), 3.14 (m, 1, CH--), 3.82 (m, 1, --CH--), 7.21 (m, 2, phenyl), 7.42 (m, 2, phenyl).

출처