Potassium Carbonate → 2-(4-Nitrophenyl)oxirane

HRID 387228

반응식

HRID 387228 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 922282-(4-Nitrophenyl)oxirane수율 100%

시약·촉매·용매 2

HCID 887Methanol용매HCID 57417360Sodium chloride; water용매

반응 조건

온도
2.5 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ce75885e707e433d8f5ee23e443ec10f
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372970B2

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