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Benzyl Bromide → HCID 58975524, 화합물

HRID 1178780
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HRID 1178780 반응식
[C:1]([O:5][C:6](=[O:20])[NH:7][CH:8]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([Br:18])[CH:15]=2)[NH:10][C:9]1=[O:19])([CH3:4])([CH3:3])[CH3:2].C([O-])([O-])=O.[K+].[K+].[CH2:27](Br)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>CC(C)=O>[C:1]([O:5][C:6](=[O:20])[NH:7][CH:8]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([Br:18])[CH:15]=2)[N:10]([CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:9]1=[O:19])([CH3:4])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 58975528HCID 58975528, 화합물

생성물 1

HCID 58975524HCID 58975524, 화합물수율 94.8%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A stirring mixture of 3B (0.60 g, 1.76 mmol), K2CO3 (0.49 g, 3.52 mmol), and benzyl bromide (0.36 g, 2.11 mmol) in acetone (15 mL) was heated to reflux under argon for 16 h. The mixture was then cooled to RT and the solvent was evaporated under vacuum. The resulting residue was partitioned between water and EtOAc. The EtOAc layer was washed with brine, dried (Na2SO4), and evaporated. The resulting crude product was chromatographed on silica gel eluted with 10-20% EtOAc in hexane (step-wise gradient) to obtain the title compound (0.72 g) as a solid.

후처리

  1. temperaturewas heated
  2. temperatureto reflux under argon for 16 h
  3. customthe solvent was evaporated under vacuum
  4. customThe resulting residue was partitioned between water and EtOAc
  5. washThe EtOAc layer was washed with brine
  6. dry with materialdried (Na2SO4)
  7. customevaporated
  8. customThe resulting crude product was chromatographed on silica gel
  9. washeluted with 10-20% EtOAc in hexane (step-wise gradient)

출처 및 근거

ORD 기록
ord-bde252f71cef479aa97c7e3b24341e60
출처 데이터셋
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07276608B2

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