Phosphorus tribromide → 5-Benzyloxy-2-[2-(4-bromomethyl-phenyl)-ethyl]-2H-pyridazin-3-one

HRID 564166노트

반응식

HRID 564166 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[N:13][N:12]([CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23]O)=[CH:19][CH:18]=2)[C:11](=[O:25])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Br)(Br)[Br:27].C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH2:1]([O:8][C:9]1[CH:14]=[N:13][N:12]([CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23][Br:27])=[CH:19][CH:18]=2)[C:11](=[O:25])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 24614Phosphorus tribromideHCID 516892Sodium BicarbonateHCID 670075955-Benzyloxy-2-[2-(4-hydroxymethyl-phenyl)-ethyl]-2H-pyridazin-3-one

생성물 1

HCID 670076305-Benzyloxy-2-[2-(4-bromomethyl-phenyl)-ethyl]-2H-pyridazin-3-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To 240 mg (0.71 mmol) 5-benzyloxy-2-[2-(4-hydroxymethyl-phenyl)-ethyl]-2H-pyridazin-3-one (example 21.1a) in 2.0 mL of DCM is added at 0° C. 134 μL (1.43 mmol) phosphorus tribromide. The mixture is stirred 4 h at RT, cooled to 0° C. and aqueous saturated NaHCO3-solution is added until pH >7. The layers are separated, the aqueous phase is extracted with DCM and the combined organic phase is washed with water, dried over MgSO4, filtered and the solvent is evaporated.

후처리

  1. temperaturecooled to 0° C.
  2. customThe layers are separated
  3. extractionthe aqueous phase is extracted with DCM
  4. washthe combined organic phase is washed with water
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customthe solvent is evaporated

출처 및 근거

ORD 기록
ord-e17ffe1c877e47c2bd5825e80cb66eae
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067590B2

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