Carbon Dioxide → beta-Phenylisovaleric acid

HRID 495110

反応式

HRID 495110 の反応式
[Mg].BrCCBr.[CH2:6](Cl)[C:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([CH3:9])[CH3:8].[C:17](=[O:19])=[O:18].Cl>CC(OC)(C)C.C(Cl)C(C1C=CC=CC=1)(C)C.O1CCCC1>[CH3:8][C:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([CH3:9])[CH2:6][C:17]([OH:19])=[O:18]

参加物

9

反応物 5

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 78391,2-DibromoethaneHCID 68191Neophyl chlorideHCID 5462224Magnesium

生成物 1

HCID 13890beta-Phenylisovaleric acid

試薬・触媒・溶媒 3

HCID 68191Neophyl chloride触媒HCID 8028Tetrahydrofuran溶媒HCID 15413tert-Butyl methyl ether溶媒3 回

実験手順

Magnesium (36.9 g, 1.52 mol, 50-150 mesh), neophylchloride (2.0 g, 0.01 mol) and tetrahydrofuran (40 ml) were placed in a flask under an atmosphere of argon. A Grignard reaction was then started with 1,2-dibromoethane (0.2 ml) and tert.-butyl methyl ether (MTBE, 50 ml) was subsequently added while maintaining reflux. Neophylchloride (258 g, 1.53 mol) dissolved in MTBE (400 ml) was then added at 48° C. over a period of 5.5 h. After 1.7 h stirring at the same temperature, the reaction mixture was diluted with MTBE (500 ml). Dried CO2 was then introduced above the surface at a temperature of 35° C. (ice cooling) for 18 min and directly into the solution for 5 min. The mixture was then acidified with HCl 16% and the organic phase was extracted with NaOH 32% (160 ml). The alkaline solution was first washed with MTBE and then again acidified with HCl 16%. Extraction with MTBE and evaporation of the solvent gave 3-Methyl-3-phenyl-butanoic acid (247.2 g).

後処理

  1. customA Grignard reaction
  2. additionwas subsequently added
  3. temperaturewhile maintaining
  4. temperaturereflux
  5. additionwas then added at 48° C. over a period of 5.5 h
  6. extractionthe organic phase was extracted with NaOH 32% (160 ml)
  7. washThe alkaline solution was first washed with MTBE
  8. extractionExtraction
  9. customwith MTBE and evaporation of the solvent

出典と根拠

ORDレコード
ord-372418c819534d88ae32e5c274ce97c5
出典データセット
uspto-grants-2009_05
特許番号
US07538243B2

関連ノート

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