Methanesulfonic Acid → 5-Bromobenzo[c]phenanthrene

HRID 2274124노트

반응식

HRID 2274124 반응식
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH:18]=[CH:19]OC)=[CH:4][CH:3]=1.CS(O)(=O)=O.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[Br:1][C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:5]2[C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[CH:18]=[CH:19][C:4]=2[CH:3]=1

참가 물질

5

반응물 3

HCID 6395Methanesulfonic AcidHCID 11430Potassium CarbonateHCID 676074951-Bromo-4-[2-(2-methoxyvinyl)phenyl]naphthalene

생성물 1

HCID 106624825-Bromobenzo[c]phenanthrene수율 15%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

180 g of 1-bromo-4-[2-(2-methoxyvinyl)phenyl]naphthalene and 1.0 L of dichloromethane were placed. 25 mL of methanesulfonic acid was added at room temperature while stirring. The stirring was conducted for 8 hours at room temperature. After the completion of the reaction, 1 L of an aqueous solution of 10% potassium carbonate was added. After removing an aqueous phase, an organic phase was washed with water and saturated saline, and dried with magnesium sulfate. After filtering off magnesium sulfate, the organic phase was concentrated. The residues were purified by silica gel column chromatography, whereby 24.4 g (yield 15%) of 5-bromobenzo[c]phenanthrene as an intended product was obtained.

후처리

  1. additionwas added
  2. customAfter removing an aqueous phase
  3. washan organic phase was washed with water and saturated saline
  4. dry with materialdried with magnesium sulfate
  5. filtrationAfter filtering off magnesium sulfate
  6. concentrationthe organic phase was concentrated

출처 및 근거

ORD 기록
ord-408cf63e92c54a2284cfc0b9890a1ff1
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09126943B2

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