Ethanol → 2-(2-Bromo-4-fluorophenyl)-2-methylpropanoic acid

HRID 558115ノート

反応式

HRID 558115 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]([CH3:13])([CH3:12])[C:10]#N.[OH-:14].[Na+].C([OH:18])C>O1CCOCCOCCOCCOCCOCC1>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]([CH3:13])([CH3:12])[C:10]([OH:18])=[O:14]

参加物

5

反応物 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 574450632-(2-Bromo-4-fluorophenyl)-2-methylpropanenitrile

生成物 1

HCID 574450642-(2-Bromo-4-fluorophenyl)-2-methylpropanoic acid収率 93%

試薬・触媒・溶媒 1

HCID 2855718-Crown-6触媒

実験手順

Mix 2-(2-bromo-4-fluoro-phenyl)-2-methyl-propionitrile (1 g, 4.13 mmol) and 1,4,7,10,13,16-hexaoxacyclooctadecane (18-crown-6) (100 mg, 1% wt) with sodium hydroxide (10 M, 20 mL, 200 mmol) in ethanol (5 mL). Heat the mixture to reflux for 3 h. Quench the reaction with 1 N HCl. Extract the product with chloroform. Dry the organic phase over sodium sulfate and concentrate to give an oily residue. Purify the residue by FCC (10% methanol in DCM as eluant) to give the title compound as a yellow solid (1 g, 93%). MS (ES) m/z 260/262 [M+1]+.

後処理

  1. temperatureHeat the mixture
  2. temperatureto reflux for 3 h
  3. customQuench
  4. customthe reaction with 1 N HCl
  5. extractionExtract the product with chloroform
  6. dry with materialDry the organic phase over sodium sulfate
  7. concentrationconcentrate
  8. customto give an oily residue
  9. customPurify the residue by FCC (10% methanol in DCM as eluant)

出典と根拠

ORDレコード
ord-98a2dea87a274831a3a1b8eabb2555a2
出典データセット
uspto-grants-2011_11
特許番号
US08063035B2

反応ノート

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