Hydrogen Bromide → 1-Hydroxy-5-phenoxynaphthalene

HRID 2288907노트

반응식

HRID 2288907 반응식
C[O:2][C:3]1[C:12]2[C:7](=[C:8]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1.Br>C(O)(=O)C>[OH:2][C:3]1[C:12]2[C:7](=[C:8]([O:13][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 187020411-Methoxy-5-phenoxynaphthalene

생성물 1

HCID 187020401-Hydroxy-5-phenoxynaphthalene수율 60.1%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
97.5 °C

실험 절차

Into 50 mL of glacial acetic acid, 3.7 g of 1-methoxy-5-phenoxynaphthalene prepared as above, followed by 20 mL of 40% aqueous hydrogen bromide was stirred. The mixture was heated at 95-100° C. for 16 hours. The solvent was removed under vacuum, and the residue was redissolved in ethyl acetate and washed three times with brine. The organic layer was dried over magnesium sulfate and filtered. After removing solvent, the residue was chromatographed over silica gel with a gradient elution of 0 to 30% ethyl acetate in hexane, providing 2.10 g (59%) of 1-hydroxy-5-phenoxynaphthalene.

후처리

  1. customThe solvent was removed under vacuum
  2. dissolutionthe residue was redissolved in ethyl acetate
  3. washwashed three times with brine
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. filtrationfiltered
  6. customAfter removing solvent
  7. customthe residue was chromatographed over silica gel with a gradient elution of 0 to 30% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-d1b49b4548f74fc59f1de55bc3c97665
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06090850

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