3-Cyanopyridine → 2-(3-Bromophenyl)oxirane

HRID 1825048

반응식

HRID 1825048 반응식
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH:8]=[CH2:9])[CH:3]=1.C(C1C=NC=CC=1)#N.OO.S([O-])([O-])=[O:21].[Na+].[Na+].C(=O)(O)[O-].[Na+]>C(Cl)Cl.C[Re](=O)(=O)=O>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:9][O:21]2)[CH:5]=[CH:6][CH:7]=1

참가 물질

8

반응물 5

HCID 793-CyanopyridineHCID 784Hydrogen PeroxideHCID 24437Sodium SulfiteHCID 748703-BromostyreneHCID 516892Sodium Bicarbonate

생성물 1

HCID 1471932-(3-Bromophenyl)oxirane

시약·촉매·용매 2

HCID 178477782HCID 178477782, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

1-Bromo-3-vinyl-benzene (5 g, 27.3 mmol) and 3-cyanopyridine (551 mg, 2.7 mmol) were added in CH2Cl2 (25 mL), Methyltrioxorhenium (VII) (34 mg, 0.137 mmol) and hydrogen peroxide (30%) (6.2 mL, 54.6 mmol) were added and the reaction mixture was stirred at room temperaute for 18 h. Sodium sulfite 1M (10 mL) and saturated sodium bicarbonate were added, the aqueous layer was extracted with CH2Cl2, and the combined organic layers were dried over anhydrous magnesium sulfate, filtered. The filtrate was concentrated in vacuo to provide the title compound as clear oil ((5.05 g, 93%).

후처리

  1. extractionthe aqueous layer was extracted with CH2Cl2
  2. dry with materialthe combined organic layers were dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-4acb0c56d7ad4b6ca7f8c325a5b3bae3
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07045551B2

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