Sodium Carbonate → HCID 68815907、化合物

HRID 735039ノート

反応式

HRID 735039 の反応式
C(=O)([O-])[O-].[Na+].[Na+].Br[C:8]1[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:10][CH:9]=1.[Cl:21][C:22]1[CH:27]=[CH:26][C:25](OB(O)O)=[CH:24][CH:23]=1>O1CCOCC1.CO>[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([C:8]2[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:10][CH:9]=2)=[CH:24][CH:23]=1

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 688115Ethyl trans-4-BromocinnamateHCID 17810664p-Chlorophenylboric acid

生成物 1

HCID 68815907HCID 68815907、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 312751,4-Dioxane溶媒

実験手順

173 mg (0.15 mmol) of tetrakistriphenylphosphine palladium and 4.4 mL (8.8 mmol) of a 2M sodium carbonate solution is added at ambient temperature to a solution of 1.124 g (4.04 mmol) of ethyl (E)-3-(4-bromophenyl)acrylate in 50 mL of dioxane. 0.689 g (4.404 mmol) of 4-chlorophenylboric acid dissolved in 10 mL of methanol is added to this reaction mixture and refluxed for 5 hours. The reaction mixture is evaporated down, the residue is taken up in dichloromethane, and extracted with water. The organic phase is dried over sodium sulfate. The purification is carried out by column chromatography on silica gel (eluant: petroleum ether/ethyl acetate (9:1)). Yield: 0.94 g (74.4% of theory); C17H15ClO2 (M=286.76); calc.: molecular ion peak (M+H)+: 287/289; found: molecular ion peak (M+H)+: 287/289; Rf value: 0.44 (silica gel, petroleum ether/ethyl acetate (40:10)).

後処理

  1. additionis added to this reaction mixture
  2. temperaturerefluxed for 5 hours
  3. customThe reaction mixture is evaporated down
  4. extractionextracted with water
  5. dry with materialThe organic phase is dried over sodium sulfate
  6. customThe purification

出典と根拠

ORDレコード
ord-703776c8abdd43cfa88005a55fef66f0
出典データセット
uspto-grants-2009_09
特許番号
US07592373B2

反応ノート

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