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

HRID 1825048

反応式

HRID 1825048 の反応式
[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

参加物

8

反応物 5

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

生成物 1

HCID 1471932-(3-Bromophenyl)oxirane

試薬・触媒・溶媒 2

HCID 178477782HCID 178477782、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-4acb0c56d7ad4b6ca7f8c325a5b3bae3
出典データセット
uspto-grants-2006_05
特許番号
US07045551B2

関連ノート

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