Sodium Hydroxide → 4-(N-Boc-N-2-picolylaminomethyl)phenylacetic Acid

HRID 11837노트

반응식

HRID 11837 반응식
[C:1]([N:8]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][C:24]([O:26]C)=[O:25])=[CH:19][CH:18]=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].[OH-].[Na+]>C1COCC1.CO>[C:1]([N:8]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([CH2:23][C:24]([OH:26])=[O:25])=[CH:21][CH:22]=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]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 21973576Methyl 4-(N-Boc-N-2-picolylaminomethyl)phenylacetate

생성물 1

HCID 219736114-(N-Boc-N-2-picolylaminomethyl)phenylacetic Acid수율 98.3%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

The compound obtained in Example 8-3 (83.2 mg) was dissolved in THF (0.8 ml) and methanol (0.8 ml). After the addition of 1 N aqueous solution of sodium hydroxide (0.8 ml), the mixture was stirred for 35 minutes 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, 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 (78.7 mg) as colorless oil.

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. washwashed 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-639408831de942e6a598272ed67cc92c
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098215B2

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