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

HRID 2390312ノート

反応式

HRID 2390312 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-cf158fd43e444381a55ae68e93146512
出典データセット
uspto-grants-2012_09
特許番号
US08273769B2

反応ノート

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