Acetic Acid → 4'-Methoxy-4-(2-methylbutyl)biphenyl

HRID 231007

반응식

HRID 231007 반응식
Cl.C(O)(=O)C.[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20](=O)[CH:21]([CH3:24])[CH2:22][CH3:23])=[CH:16][CH:15]=2)=[CH:10][CH:9]=1>[Zn].[Hg]Cl.CCOCC.O.C1(C)C=CC=CC=1>[CH3:6][O:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][CH:21]([CH3:24])[CH2:22][CH3:23])=[CH:16][CH:15]=2)=[CH:12][CH:13]=1

참가 물질

9

반응물 3

HCID 176Acetic AcidHCID 313Hydrochloric Acid3회HCID 151139424'-Methoxy-4-(2-methylbutyryl)biphenyl

생성물 1

HCID 117369194'-Methoxy-4-(2-methylbutyl)biphenyl수율 74%

시약·촉매·용매 5

HCID 23994Zinc촉매HCID 24182Mercurous Chloride촉매HCID 962Water용매3회HCID 1140Toluene용매HCID 3283Diethyl Ether용매

실험 절차

13.6 g of zinc powder, 1.4 g of mercury chloride, 0.7 ml of conc. hydrochloric acid, and 20 ml of water were mixed with shaking for five minutes, and then the supernatant solution was flowed out. To the obtained zinc amalgam, 10 ml of water, 24 ml of conc. hydrochloric acid, 1 ml of acetic acid, 14 ml of toluene, and 38 m moles(10.2 g) of 4'-methoxy-4-(2-methylbutyryl)biphenyl were added, and then refluxed for 20 hours. In the mean time, 5 ml portions of conc. hydrochloric acid was successively added every five hours. The reaction solution was cooled to room temperature, then, after the addition of water, ether extracted. The extract was washed with water, dried, and concentrated, and then purified by column chromatography, to obtain 7.1 g of 4'-methoxy-4-(2-methylbutyl)biphenyl. (yield: 74%)

후처리

  1. temperaturerefluxed for 20 hours
  2. extractionextracted
  3. washThe extract was washed with water
  4. customdried
  5. concentrationconcentrated
  6. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-691cfbe060bf459d9b6850de7d6a6d4e
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04844835

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