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

HRID 564045ノート

反応式

HRID 564045 の反応式
[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

参加物

7

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 4

HCID 67553Tetrabutylammonium Iodide触媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-531fed6b3cce4419918d2fe843f30512
出典データセット
uspto-grants-2011_11
特許番号
US08067590B2

反応ノート

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