Potassium Carbonate → Methyl 2-(2-bromo-4-chlorophenoxy)propanoate

HRID 2390312노트

반응식

HRID 2390312 반응식
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[OH:9].[CH3:10][O:11][C:12](=[O:16])[CH:13](Br)[CH3:14].C([O-])([O-])=O.[K+].[K+]>COCCOC>[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[O:9][CH:13]([CH3:14])[C:12]([O:11][CH3:10])=[O:16]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 696702-Bromo-4-chlorophenolHCID 95576Methyl 2-bromopropionate

생성물 1

HCID 20526233Methyl 2-(2-bromo-4-chlorophenoxy)propanoate

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

A mixture of 2-bromo-4-chlorophenol (250 mg; 1.21 mmol) and methyl-2-bromopropionate (VWR; 135 μL, 1.21 mmol) in DME (5 mL) was treated with K2CO3 (250 mg, 1.81 mmol) and refluxed for 18 hours. The reaction mixture was filtered, the filtrate was concentrated and purified by flash column chromatography (silica), eluting with heptane containing increasing amounts of EtOAc. The title compound was obtained as a yellow liquid (306 mg; 87%).

후처리

  1. temperaturerefluxed for 18 hours
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. custompurified by flash column chromatography (silica)
  5. washeluting with heptane containing
  6. temperatureincreasing amounts of EtOAc

출처 및 근거

ORD 기록
ord-cf158fd43e444381a55ae68e93146512
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273769B2

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