Allyl bromide → HCID 15018887, 화합물

HRID 344587노트

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HRID 344587 반응식
C(=O)([O-])[O-].[K+].[K+].[CH2:7](Br)[CH:8]=[CH2:9].[OH:11][C:12]1[CH:13]=[C:14]([N:18]2[C:22](=[O:23])[C:21]3[CH2:24][CH2:25][CH2:26][CH2:27][C:20]=3[C:19]2=[O:28])[CH:15]=[CH:16][CH:17]=1>CC(C)=O>[CH2:7]([O:11][C:12]1[CH:13]=[C:14]([N:18]2[C:19](=[O:28])[C:20]3[CH2:27][CH2:26][CH2:25][CH2:24][C:21]=3[C:22]2=[O:23])[CH:15]=[CH:16][CH:17]=1)[CH:8]=[CH2:9]

참가 물질

5

반응물 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 127692364,5,6,7-Tetrahydro-2-(3-hydroxyphenyl)-1H-isoindole-1,3(2H)-dione

생성물 1

HCID 15018887HCID 15018887, 화합물

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

3.0 g of powdered potassium carbonate, then 2.6 g of allyl bromide were added to a stirred suspension of 5.0 g of 1A in 25 mL of acetone. The mixture was refluxed for 1 hour, then stirred overnight at room temperature. The solvent was evaporated, water was added to the residue and the pH of the mixture was adjusted to 11 by addition of 10% aqueous sodium hydroxide. The resulting mixture was extracted with ethyl acetate, the extract was washed with brine and dried (Na2SO4), the solvent was evaporated and the residue was flash chromatographed on silica gel with a 1:9 v:v mixture of ethyl acetate and hexane as eluent to give N-(3-allyloxyphenyl)-3,4,5,6-tetrahydrophthalimide (1B), as yellow crystals, m.p.: 88°-90° C.

후처리

  1. temperatureThe mixture was refluxed for 1 hour
  2. customThe solvent was evaporated
  3. additionwater was added to the residue
  4. additionthe pH of the mixture was adjusted to 11 by addition of 10% aqueous sodium hydroxide
  5. extractionThe resulting mixture was extracted with ethyl acetate
  6. washthe extract was washed with brine
  7. dry with materialdried (Na2SO4)
  8. customthe solvent was evaporated
  9. customchromatographed on silica gel with a 1:9 v
  10. additionv mixture of ethyl acetate and hexane as eluent

출처 및 근거

ORD 기록
ord-bf40aaf5dc07422ab7737d0c7c378cea
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05053071

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