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

HRID 2180452ノート

反応式

HRID 2180452 の反応式
[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]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 6056607-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-812fe786c11a47178939303047a11002
出典データセット
uspto-grants-2005_05
特許番号
US06887896B1

反応ノート

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