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Hydrochloric Acid → 7-bromo-9h-fluoren-2-ol

HRID 2416353
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HRID 2416353 반응식
[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([O:15]C(=O)C)=[CH:9][CH:10]=3)[CH2:5][C:4]=2[CH:3]=1.[OH-].[Li+].Cl>C(O)CO>[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([OH:15])=[CH:9][CH:10]=3)[CH2:5][C:4]=2[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 22630262HCID 22630262, 화합물

생성물 1

HCID 2635827-bromo-9h-fluoren-2-ol수율 67.3%

시약·촉매·용매 1

HCID 174Ethylene Glycol용매

실험 절차

A mixture of 2-bromo-7-acetoxyfluorene (69 g), lithium hydroxide (9 g) and ethylene glycol (350 mL) was heated for one hour while refluxing. The reaction mixture was poured into 6M-hydrochloric acid (300 mL) to terminate the reaction, and the product was extracted with ethyl acetate (350 mL). The ethyl acetate layer was washed with a saturated sodium carbonate aqueous solution and dried on anhydrous magnesium sulfate. A residue obtained by distilling the solvent off under reduced pressure was recrystallized from chloroform to obtain 2-bromo-7-hydroxyfluorene (40 g) of colorless needle crystal. The melting point was 183-184° C.

후처리

  1. temperaturewas heated for one hour
  2. temperaturewhile refluxing
  3. customto terminate
  4. customthe reaction
  5. extractionthe product was extracted with ethyl acetate (350 mL)
  6. washThe ethyl acetate layer was washed with a saturated sodium carbonate aqueous solution
  7. dry with materialdried on anhydrous magnesium sulfate
  8. customA residue obtained
  9. distillationby distilling the solvent off under reduced pressure
  10. customwas recrystallized from chloroform

출처 및 근거

ORD 기록
ord-2fa3b35cd4c54afcbe64b218d958f629
출처 데이터셋
uspto-grants-2004_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06824709B2

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