Acetic Acid → 2,6-Dimethylbiphenyl-4-ol

HRID 414614ノート

反応式

HRID 414614 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([O:8]C)[CH:5]=[C:4]([CH3:10])[C:3]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(O)(=O)C.Br>O>[CH3:10][C:4]1[CH:5]=[C:6]([OH:8])[CH:7]=[C:2]([CH3:1])[C:3]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 135430144-Methoxy-2,6-dimethyl-1,1'-biphenyl

生成物 1

HCID 218306382,6-Dimethylbiphenyl-4-ol

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

2,6-dimethyl-4-methoxybiphenyl (3.0 g), acetic acid (30 ml) and 48% aqueous hydrobromic acid (30 ml) were heated at reflux temperature for 4 hours. The mixture was then cooled, poured into water and extracted with ether. After extracting the organic solution with aqueous sodium hydroxide, the aqueous extract was acidified with aqueous hydrochloric acid and further extracted with ether. The resulting extract was dried and evaporated and the residue was recrystallized from acetone/hexane to afford 2,6-dimethyl-4-hydroxybiphenyl, mp 128°-130° C.

後処理

  1. temperatureat reflux temperature for 4 hours
  2. temperatureThe mixture was then cooled
  3. extractionextracted with ether
  4. extractionAfter extracting the organic solution with aqueous sodium hydroxide
  5. extractionthe aqueous extract
  6. extractionfurther extracted with ether
  7. extractionThe resulting extract
  8. customwas dried
  9. customevaporated
  10. customthe residue was recrystallized from acetone/hexane

出典と根拠

ORDレコード
ord-81bbee06159849029618a7089b6cf1de
出典データセット
uspto-grants-1988_12
特許番号
US04792570

反応ノート

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