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

HRID 231007

反応式

HRID 231007 の反応式
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

参加物

9

反応物 3

HCID 176Acetic AcidHCID 313Hydrochloric Acid3 回HCID 151139424'-Methoxy-4-(2-methylbutyryl)biphenyl

生成物 1

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

試薬・触媒・溶媒 5

HCID 23994Zinc触媒HCID 24182Mercurous Chloride触媒HCID 962Water溶媒3 回HCID 1140Toluene溶媒HCID 3283Diethyl Ether溶媒

実験手順

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%)

後処理

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

出典と根拠

ORDレコード
ord-691cfbe060bf459d9b6850de7d6a6d4e
出典データセット
uspto-grants-1989_07
特許番号
US04844835

関連ノート

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