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Methanol → 4-(2-(N-Boc-2-picolylamino)ethyl)benzoic Acid

HRID 11842
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HRID 11842 반응식
[C:1]([N:8]([CH2:16][CH2:17][C:18]1[CH:27]=[CH:26][C:21]([C:22]([O:24]C)=[O:23])=[CH:20][CH:19]=1)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].CO.[OH-].[Na+]>C1COCC1>[C:1]([N:8]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)[CH2:16][CH2:17][C:18]1[CH:19]=[CH:20][C:21]([C:22]([OH:24])=[O:23])=[CH:26][CH:27]=1)([O:3][C:4]([CH3:6])([CH3:7])[CH3:5])=[O:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 21973679Methyl 4-(2-(N-Boc-N-2-picolylamino)ethyl)benzoate

생성물 1

HCID 219736824-(2-(N-Boc-2-picolylamino)ethyl)benzoic Acid수율 100.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The compound obtained in Example 9-3 (446.1 mg) was dissolved in THF (4.5 ml) and methanol (4.5 ml) After the addition of 1 mol/l aqueous solution of sodium hydroxide (4.5 ml), the mixture was stirred for 5 hours at room temperature. After the reaction, the solvent was removed by distillation and the residue was dissolved in distilled water. Aqueous solution of hydrochloric acid (1 mol/l) was added to the solution to adjust the pH to 3-4. The settled-down oily product was extracted with chloroform. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was removed by distillation and the residue was dried under vacuum to obtain the title compound (432.2 mg) as a white solid.

후처리

  1. customAfter the reaction
  2. customthe solvent was removed by distillation
  3. dissolutionthe residue was dissolved in distilled water
  4. additionAqueous solution of hydrochloric acid (1 mol/l) was added to the solution
  5. extractionThe settled-down oily product was extracted with chloroform
  6. washThe organic layer was washed with saturated brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. customThe solvent was removed by distillation
  9. customthe residue was dried under vacuum

출처 및 근거

ORD 기록
ord-1c9322052b654c65b143e6b66ad1272d
출처 데이터셋
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07098215B2

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