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4-Methoxybenzylamine → 6-Bromo-2-(4-methoxy-benzyl)-4H-isoquinoline-1,3-dione

HRID 907257
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HRID 907257 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])O[C:6](=[O:13])[CH2:5]2.[CH3:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20][NH2:21])=[CH:18][CH:17]=1>C1(C)C=CC=CC=1.C(O)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:21]([CH2:20][C:19]1[CH:22]=[CH:23][C:16]([O:15][CH3:14])=[CH:17][CH:18]=1)[C:6](=[O:13])[CH2:5]2
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참가 물질

4

반응물 2

HCID 754524-MethoxybenzylamineHCID 217824866-Bromoisochroman-1,3-dione2회

생성물 1

HCID 575517366-Bromo-2-(4-methoxy-benzyl)-4H-isoquinoline-1,3-dione수율 82.7%

시약·촉매·용매 1

HCID 18331056Acetic acid toluene용매

실험 절차

A mixture of 6-bromo-isochroman-1,3-dione (0.6 g) (product of step ii)) and 4-methoxybenzylamine (0.313 g) in toluene:acetic acid (4:1, 20 mL) was heated at reflux for 17 hours. The reaction mixture was evaporated and the residue was dissolved in dichloromethane before washing with 2N hydrochloric acid. The organic phase was dried, filtered and evaporated then triturated with diethyl ether to yield the sub-title compound (680 mg).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 17 hours
  3. customThe reaction mixture was evaporated
  4. dissolutionthe residue was dissolved in dichloromethane
  5. washbefore washing with 2N hydrochloric acid
  6. customThe organic phase was dried
  7. filtrationfiltered
  8. customevaporated
  9. customthen triturated with diethyl ether

출처 및 근거

ORD 기록
ord-9ef914a3e34940759f159420cada6ebc
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08012979B2

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