Hydrogen Bromide → 1-Hydroxy-5-phenoxynaphthalene

HRID 2288907ノート

反応式

HRID 2288907 の反応式
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

参加物

4

反応物 2

HCID 260Hydrogen BromideHCID 187020411-Methoxy-5-phenoxynaphthalene

生成物 1

HCID 187020401-Hydroxy-5-phenoxynaphthalene収率 60.1%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
97.5 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d1b49b4548f74fc59f1de55bc3c97665
出典データセット
uspto-grants-2000_07
特許番号
US06090850

反応ノート

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