Potassium Carbonate → 2-(4-Nitrophenyl)oxirane

HRID 387228

反応式

HRID 387228 の反応式
[N+:1]([C:4]1[CH:13]=[CH:12][C:7]([C:8](=[O:11])[CH2:9]Br)=[CH:6][CH:5]=1)([O-:3])=[O:2].[BH4-].[Na+].C(=O)([O-])[O-].[K+].[K+]>CO.[Cl-].[Na+].O>[N+:1]([C:4]1[CH:13]=[CH:12][C:7]([CH:8]2[CH2:9][O:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 668402-Bromo-4'-nitroacetophenoneHCID 4311764Sodium borohydride

生成物 1

HCID 922282-(4-Nitrophenyl)oxirane収率 100%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 57417360Sodium chloride; water溶媒

反応条件

温度
2.5 °C

実験手順

To an ice-cold stirred suspension of 4-nitrophenacyl bromide (80 g, 0.33 mol) in methanol (800 mL) was added sodium borohydride (13.64 g, 0.36 mol) in small portions. After stirring for 2 h at 0-5° C., potassium carbonate (45.20 g, 0.33 mol) was added in small portions at the same temperature. The suspension was stirred for 18 h at room temperature, diluted with brine (600 mL) and extracted with diethyl ether (600 mL, 500 mL), the combined organic layers were dried over sodium sulfate, filtered and evaporated. The title compound (54.87 g, 0.33 mmol, 100%) was obtained as a pale yellow solid.

後処理

  1. stirringThe suspension was stirred for 18 h at room temperature
  2. extractionextracted with diethyl ether (600 mL, 500 mL)
  3. dry with materialthe combined organic layers were dried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated

出典と根拠

ORDレコード
ord-ce75885e707e433d8f5ee23e443ec10f
出典データセット
uspto-grants-2013_02
特許番号
US08372970B2

関連ノート

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