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

HRID 558115노트

반응식

HRID 558115 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 2855718-Crown-6촉매

실험 절차

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]+.

후처리

  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)

출처 및 근거

ORD 기록
ord-98a2dea87a274831a3a1b8eabb2555a2
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063035B2

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