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

HRID 11837ノート

反応式

HRID 11837 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-639408831de942e6a598272ed67cc92c
出典データセット
uspto-grants-2006_08
特許番号
US07098215B2

反応ノート

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