Benzoic Acid → 6-Bromo-2-(4-nitrophenyl)-1,3-benzodioxan

HRID 248805

반응식

HRID 248805 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:10])=[C:6]([CH:9]=1)[CH2:7][OH:8].[N+:11]([C:14]1[CH:21]=[CH:20][C:17]([CH:18]=O)=[CH:16][CH:15]=1)([O-:13])=[O:12].C(O)(=O)C1C=CC=CC=1>C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH:18]([C:17]3[CH:20]=[CH:21][C:14]([N+:11]([O-:13])=[O:12])=[CH:15][CH:16]=3)[O:8][CH2:7][C:6]=2[CH:9]=1

참가 물질

5

반응물 3

HCID 243Benzoic AcidHCID 5414-NitrobenzaldehydeHCID 753425-Bromo-2-hydroxybenzyl alcohol

생성물 1

HCID 189611956-Bromo-2-(4-nitrophenyl)-1,3-benzodioxan수율 70%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
5 °C

실험 절차

An intimately ground mixture of 5-bromo-2hydroxybenzyl alcohol (4.06 g), 4-nitrobenzaldehyde (3.93 g) and benzoic acid (0.2 g) was stirred and heated to 85° C. (±5° C.) under nitrogen for 88 hours. The clear melt which formed initially gradually solidified throughout the reaction period. The resulting solidified mass was cooled and dissolved in ethyl acetate (250 ml). The solution was then washed with 20% aqueous sodium carbonate, 20% aqueous sodium bisulphite and finally with brine. After drying over sodium sulphate, the organic phase was evaporated to yield a solid residue which was purified by briefly suspending in hot ethanol (approx. 75 ml) and cooling to 0°-5° C. The pure product was obtained as pale buff-coloured crystals (4.69g, 70%), mp 163°-164° C.

후처리

  1. customThe clear melt which formed initially gradually
  2. customsolidified throughout the reaction period
  3. temperatureThe resulting solidified mass was cooled
  4. washThe solution was then washed with 20% aqueous sodium carbonate, 20% aqueous sodium bisulphite and finally with brine
  5. dry with materialAfter drying over sodium sulphate
  6. customthe organic phase was evaporated
  7. customto yield a solid residue which
  8. customwas purified
  9. temperaturecooling to 0°-5° C

출처 및 근거

ORD 기록
ord-246961ac753c41a7b1297a7ca94aeffc
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05212171

연결된 노트

불러오는 중…