Benzyl Bromide → 5-(Benzyloxy)-2-(2-tetrahydropyranyl)pyridazin-3(2H)-one

HRID 564045노트

반응식

HRID 564045 반응식
[OH:1][C:2]1[CH:7]=[N:6][N:5]([CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][O:9]2)[C:4](=[O:14])[CH:3]=1.[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1COCC1.[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CCOC(C)=O.[OH-].[Na+]>[CH2:15]([O:1][C:2]1[CH:7]=[N:6][N:5]([CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][O:9]2)[C:4](=[O:14])[CH:3]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

7

반응물 2

HCID 7498Benzyl BromideHCID 579503555-Hydroxy-2-(2-tetrahydropyranyl)pyridazin-3(2H)-one

생성물 1

HCID 670073955-(Benzyloxy)-2-(2-tetrahydropyranyl)pyridazin-3(2H)-one

시약·촉매·용매 4

HCID 67553Tetrabutylammonium Iodide촉매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매HCID 14798Sodium Hydroxide용매

실험 절차

To 500 mg (2.55 mmol) 5-hydroxy-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one (preparation 5a) in THF is added at 0° C. subsequently 315 mg (2.80 mmol) potassium-tert-butylate, 47 mg (0.13 mmol) tetra-butylammonium-iodide and 0.45 mL (3.82 mmol) benzylbromide. The reaction mixture is stirred overnight at RT and is diluted with EtOAc and 1M aqueous sodium hydroxide solution. The organic phase is separated, washed with water and dried over MgSO4. After filtration, the solvent is evaporated and the residue is elutriated in tert-butylmethylether. The precipitate is collected and dried.

후처리

  1. customThe organic phase is separated
  2. washwashed with water
  3. dry with materialdried over MgSO4
  4. filtrationAfter filtration
  5. customthe solvent is evaporated
  6. customThe precipitate is collected
  7. customdried

출처 및 근거

ORD 기록
ord-531fed6b3cce4419918d2fe843f30512
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067590B2

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