N-bromobutanimide → 6-Bromo-7-methoxy-2,2-dimethyl-chroman-4-one

HRID 2180452노트

반응식

HRID 2180452 반응식
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7](=[O:15])[CH2:8][C:9]([CH3:14])([CH3:13])[O:10]2)=[CH:5][CH:4]=1.[Br:16]N1C(=O)CCC1=O>CN(C)C=O>[Br:16][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:3]=1[O:2][CH3:1])[O:10][C:9]([CH3:13])([CH3:14])[CH2:8][C:7]2=[O:15]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 6056607-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one2회

생성물 1

HCID 134522776-Bromo-7-methoxy-2,2-dimethyl-chroman-4-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 7-methoxy-2,2-dimethyl-chroman-4-one (Compound 1, 5.81 g, 28.2 mmol) in anhydrous N,N-dimethylformamide (15 mL) under argon at 25° C. was added N-bromosuccinimide (5.02 g, 33.8 mmol). The mixture was stirred at ambient temperature for 12 h. The product was extracted with diethyl ether. The organic layers were washed with water, brine, and dried over Na2SO4. The filtered solvent was concentrated in vacuo and purified by column chromatography (silica gel, 5% ethyl acetate in hexane) to give the title compound as a white solid.

후처리

  1. extractionThe product was extracted with diethyl ether
  2. washThe organic layers were washed with water, brine
  3. dry with materialdried over Na2SO4
  4. concentrationThe filtered solvent was concentrated in vacuo
  5. custompurified by column chromatography (silica gel, 5% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-812fe786c11a47178939303047a11002
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06887896B1

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