Tetrahydrofuran → 4-[4-(2-Amino-phenyl)-oxazol-2-yl]-butyric acid

HRID 1616623노트

반응식

HRID 1616623 반응식
C[O:2][C:3](=[O:19])[CH2:4][CH2:5][CH2:6][C:7]1[O:8][CH:9]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[NH2:18])[N:11]=1.C1COCC1.[OH-].[Na+]>CCO>[NH2:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[C:10]1[N:11]=[C:7]([CH2:6][CH2:5][CH2:4][C:3]([OH:19])=[O:2])[O:8][CH:9]=1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 591677464-[4-(2-Amino-phenyl)-oxazol-2-yl]-butyric acid methyl ester

생성물 1

HCID 597990014-[4-(2-Amino-phenyl)-oxazol-2-yl]-butyric acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Combine 4-[4-(2-amino-phenyl)-oxazol-2-yl]-butyric acid methyl ester (2.36 g, 9.1 mmol) with THF (3 mL), EtOH (3 mL) and 2N NaOH (20 mL) and stir until hydrolysis is complete. Concentrate the mixture, dilute the residue with water and adjust the pH to 3.5-4.0 with aq HCl. Extract the mixture with EtOAc and dry the extracts over Na2SO4 before concentrating. Chromatograph the residue over silica gel (MeOH/CH2Cl2) to allow for recovery of 4-[4-(2-amino-phenyl)-oxazol-2-yl]-butyric acid (1.63 g, 73%). MS (ES): (M+1)+ 247.1 m/z.

후처리

  1. concentrationConcentrate the mixture
  2. additiondilute the residue with water
  3. extractionExtract the mixture with EtOAc
  4. dry with materialdry the extracts over Na2SO4
  5. concentrationbefore concentrating

출처 및 근거

ORD 기록
ord-aeb00cc70bc64fbfa07874dd716ddd4c
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765796B2

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