Sodium Bicarbonate → (2RS)-2-(3,4-dichlorophenyl)-2-[(4-methoxyphenoxy)methyl]oxirane

HRID 1022594ノート

反応式

HRID 1022594 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[CH2:9])=[CH:4][C:3]=1[Cl:20].C(=O)([O-])[OH:22].[Na+]>C1(C)C=CC=CC=1>[Cl:20][C:3]1[CH:4]=[C:5]([C:8]2([CH2:10][O:11][C:12]3[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=3)[CH2:9][O:22]2)[CH:6]=[CH:7][C:2]=1[Cl:1]

参加物

4

反応物 2

HCID 516892Sodium BicarbonateHCID 669753991,2-Dichloro-4-{1-[(4-methoxyphenoxy)methyl]ethenyl}benzene

生成物 1

HCID 86663850(2RS)-2-(3,4-dichlorophenyl)-2-[(4-methoxyphenoxy)methyl]oxirane

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
60 °C

実験手順

To a solution of 1,2-dichloro-4-{1-[(4-methoxyphenoxy)methyl]ethenyl}benzene (15.1 g) in toluene (161 ml) was added methachloroperbenzoic acid (21.6 g), and the mixture was stirred at 60° C. for 14 hr. The reaction mixture was cooled to 0° C., and diluted with saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The obtained extract was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (5.08 g).

後処理

  1. temperatureThe reaction mixture was cooled to 0° C.
  2. extractionthe mixture was extracted with ethyl acetate
  3. extractionThe obtained extract
  4. washwas washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-5779d3e3b7d147c9b0e6acec2a37d973
出典データセット
uspto-grants-2014_05
特許番号
US08722662B2

反応ノート

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