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

HRID 414614노트

반응식

HRID 414614 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 218306382,6-Dimethylbiphenyl-4-ol

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-81bbee06159849029618a7089b6cf1de
출처 데이터셋
uspto-grants-1988_12
특허 번호
US04792570

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