1,2-Diethylbenzene → 3',4'-Diethyl-3,4-dimethoxybenzophenone

HRID 971027ノート

反応式

HRID 971027 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[C:6](Cl)=[O:7].[CH2:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH2:22][CH3:23])[CH3:15].[Cl-].[Al+3].[Cl-].[Cl-].COC1C=C(C(C2C=CC(OC)=CC=2)=CC#N)C=CC=1OC>>[CH2:14]([C:16]1[CH:21]=[C:20]([C:6]([C:5]2[CH:9]=[CH:10][C:11]([O:12][CH3:13])=[C:3]([O:2][CH3:1])[CH:4]=2)=[O:7])[CH:19]=[CH:18][C:17]=1[CH2:22][CH3:23])[CH3:15]

参加物

5

反応物 4

HCID 86571,2-DiethylbenzeneHCID 77070Veratroyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 692026013-(3,4-Dimethoxy-phenyl)-3-(4-methoxy-phenyl)-acrylonitrile

生成物 1

HCID 215846043',4'-Diethyl-3,4-dimethoxybenzophenone収率 41.1%

実験手順

3,4-Dimethoxybenzoyl chloride (4.01 g, 20 mmol), 1,2-diethylbenzene (2.68 g, 20 mmol), and aluminum chloride (2.93 g, 22 mmol) were treated in the same manner as described above for the synthesis of 3-(3,4-dimethoxy-phenyl)-3-(4-methoxy-phenyl)-acrylonitrile. The crude was purified via flash column chromatography (10% EtOAc in hexane gradient to 20% EtOAc in hexane in 40 min.) to give (3,4-diethyl-phenyl)-(3,4-dimethoxy-phenyl)-methanone as an orange oil (2.45 g, 41%). The product was carried over without further purification to the next step.

後処理

  1. customThe crude was purified via flash column chromatography (10% EtOAc in hexane gradient to 20% EtOAc in hexane in 40 min.)

出典と根拠

ORDレコード
ord-83ad16d84fb548eba3327546a728a4cd
出典データセット
uspto-grants-2007_12
特許番号
US07312241B2

反応ノート

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