Sodium borohydride → 4-[3-(3-Hydroxyisoindolin-1-on-2-yl)propyloxy]pyridine

HRID 863988노트

반응식

HRID 863988 반응식
[BH4-].[Na+].[C:3]1(=[O:23])[N:7]([CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[C:6](=[O:18])[C:5]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:4]12>C(O)C>[OH:23][CH:3]1[C:4]2[C:5](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:6](=[O:18])[N:7]1[CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 190790904-(3-Phthalimidopropyloxy)pyridine

생성물 1

HCID 190791984-[3-(3-Hydroxyisoindolin-1-on-2-yl)propyloxy]pyridine수율 54.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Sodium borohydride [1.89 g (50 mmol)] was added to a solution of 2.82 g (10.0 mmol) of 4-(3-phthalimidopropyloxy)pyridine in 150 ml of ethanol. The mixture was stirred at room temperature for 15 minutes. After the solvent was distilled off, brine was added to the residue. The mixture was extracted with chloroform and dried over anhydrous magnesium sulfate, and then the solvent was distilled off. The residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:10), and then recrystallized from ethyl acetate to obtain 1.54 g of the desired compound (yield: 54.2%, colroless crystals).

후처리

  1. distillationAfter the solvent was distilled off
  2. additionbrine was added to the residue
  3. extractionThe mixture was extracted with chloroform
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off
  6. customThe residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:10)
  7. customrecrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-1541bacba629453baa7e436c79849638
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05561147

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