Water → 2-Bromofluorenone

HRID 25487

반응식

HRID 25487 반응식
[C:1]1(=[O:14])[C:13]2[C:5]([C:6]3[C:11]([CH:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)=[CH:4][CH:3]=[CH:2]1.O.[Br:16]Br.S([O-])(O)=O.[Na+]>S(=O)(=O)(O)O.C1(C)C=CC=CC=1>[Br:16][C:2]1[C:1](=[O:14])[C:13]2[C:5](=[CH:4][CH:3]=1)[C:6]1[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH:12]=2

참가 물질

7

반응물 4

HCID 962WaterHCID 24408Bromine2회HCID 22281833FluoreneoneHCID 23665763Sodium Bisulfite

생성물 1

HCID 668106542-Bromofluorenone수율 92.9%

시약·촉매·용매 2

HCID 1118Sulfuric Acid촉매HCID 1140Toluene용매

실험 절차

In a three-liter flask having four openings equipped with a stirrer, a thermometer, a dropping funnel, and a reflux condenser, respectively, 256 g (1.4 mol) of fluorenone, 1 L of water, three drops of a surfactant, and five drops of sulfuric acid were placed and stirred to mix. By adding 250 g (1.6 mol) of bromine into the mixture, a reaction was started. After the reaction had been conducted at 50° C. for 12 hours, unreacted bromine was decomposed with an aqueous solution of sodium hydrogen sulfite. The reaction product, which was a dark yellow solid, was filtered and thus 365 g of a crude product was obtained. The crude product was dissolved in toluene and was subsequently washed with water and a sodium hydrogencarbonate aqueous solution. The resulting organic liquid was dried using anhydrous magnesium sulfate. After filtration, the liquid was concentrated and then allowed to stand at 0° C., so that a yellow solid was precipitated. The precipitate was filtered and subsequently washed with toluene, followed by drying. Thus, 339 g (1.3 mol, yield of 92%) of a yellow solid product was obtained. This product was subjected to gas chromatography and the purity of the product was 99.4%.

후처리

  1. customequipped with a stirrer
  2. additionto mix
  3. filtrationwas filtered
  4. customthus 365 g of a crude product was obtained
  5. washwas subsequently washed with water
  6. customThe resulting organic liquid was dried
  7. filtrationAfter filtration
  8. concentrationthe liquid was concentrated
  9. customto stand at 0° C., so that a yellow solid
  10. customwas precipitated
  11. filtrationThe precipitate was filtered
  12. washsubsequently washed with toluene
  13. customby drying

출처 및 근거

ORD 기록
ord-4896137c19754718b0fb141a71c5dfc7
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858764B2

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