Hydrochloric Acid → 7-Bromochromone

HRID 1684870노트

반응식

HRID 1684870 반응식
Cl.[Br:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:15])/[CH:10]=[CH:11]/N(C)C)=[C:5]([OH:16])[CH:4]=1>ClCCl>[Br:2][C:3]1[CH:4]=[C:5]2[C:6]([C:9](=[O:15])[CH:10]=[CH:11][O:16]2)=[CH:7][CH:8]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 11737295(E)-1-(4-bromo-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one

생성물 1

HCID 186867527-Bromochromone

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Conc. HCl (100 mL) was added to a solution of (E)-1-(4-bromo-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one (31.9 g, 118 mmol) in dichloromethane (900 mL) and the reaction mixture was heated at reflux 40 min with vigorous stirring. After being cooled to room temperature, the organic layer was separated and the aqueous layer was extracted with dichloromethane. The combined organic layers were washed with 3M potassium carbonate soln, water, and dried over Na2SO4. Filtration and concentration gave 7-bromo-4H-chromen-4-one as a pale yellow solid. LCMS 224.9 (M+H); 1H NMR (DMSO-d6) 8.29-8.31 (d, 1H), 7.92-7.99 (m, 2H), 7.64-7.66 (dd, 1H), 6.37-6.39 (d, 1H).

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux 40 min with vigorous stirring
  3. customthe organic layer was separated
  4. extractionthe aqueous layer was extracted with dichloromethane
  5. washThe combined organic layers were washed with 3M potassium carbonate soln
  6. dry with materialwater, and dried over Na2SO4
  7. filtrationFiltration and concentration

출처 및 근거

ORD 기록
ord-f2870eac1eec4cf2996070978292a3ea
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08147818B2

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