Beta-Alanine → DNP-beta-alanine

HRID 54161

반응식

HRID 54161 반응식
[NH2:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5].[N+:7]([C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=1F)([O-:9])=[O:8]>C([O-])(O)=O.[Na+].C(O)C>[N+:7]([C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=1[NH:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5])([O-:9])=[O:8]

참가 물질

5

반응물 2

HCID 239Beta-AlanineHCID 6264Dinitrofluorobenzene

생성물 1

HCID 4100851DNP-beta-alanine수율 77%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 516892Sodium Bicarbonate용매

실험 절차

To a solution of beta-alanine (1.0 g, 11.1 mmole) in 50 ml of 1M NaHCO3 was added 2,4-dinitrofluorobenzene (10.4 g, 56 mmole) in 100 ml of ethanol. The reaction mixture was stirred at room temperature for 2 hours and evaporated to remove the volatile in vacuo. The residue was transferred to a separatory funnel with water and washed twice with ethyl ether. The aqueous layer was acidified with 1N HCl until precipitation was complete. The mixture was filtered and the wet cake washed with ether. This purification process, starting from dissolving the solid in 1M NaHCO3, washing the ether, and precipitating with 1N HCl, was repeated in the same manner to give yellow solid (1.6 g, 77%). e(MeOH)=7900 (260 nm), 15900 (350 nm). NMR spectral analysis was consistent with the structure.

후처리

  1. customevaporated
  2. customto remove the volatile in vacuo
  3. customThe residue was transferred to a separatory funnel with water
  4. washwashed twice with ethyl ether
  5. customThe aqueous layer was acidified with 1N HCl until precipitation
  6. filtrationThe mixture was filtered
  7. washthe wet cake washed with ether
  8. dissolutionfrom dissolving the solid in 1M NaHCO3
  9. washwashing the ether
  10. customprecipitating with 1N HCl

출처 및 근거

ORD 기록
ord-caecbc10b9424b439d826648242cfab7
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05622825

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