反応式
I[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([O:12][CH3:13])[CH:3]=1.C(Cl)(Cl)Cl>CN(C)C=O.[Cu]>[CH3:13][O:12][C:4]1[CH:3]=[C:2]([C:2]2[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([O:12][CH3:13])[CH:3]=2)[CH:11]=[CH:10][C:5]=1[C:6]([O:8][CH3:9])=[O:7]参加物
実験手順
To a mechanically stirred suspension of 90 g of copper powder in 450 mL of dimethylformamide was added 90 g of methyl 4-iodo-2-methoxybenzoate (which was prepared as in Example 1). The resulting mixture was heated at reflux for 6 days and then cooled to room temperature and diluted into 1500 mL of chloroform. The mixture was filtered and the copper was washed with 2×150 mL of chloroform. The residual copper was suspended in 2 liters of water and extracted with 6×150 mL of chloroform. All the organic fractions were combined, dried and concentrated to approximately 250 mL. The concentrate was cooled to 0° C. and the precipitate filtered to give 33 g of 3,3'-dimethoxy-4,4'-bis(methoxycarbonyl)biphenyl as a pale yellow powder. Deprotection of the dimethoxy compound was accomplished with boron trichloride according to step 5 of Example 1 to yield 3,3'-dihydroxy-4,4'-bis(methoxycarbonyl)biphenyl. The structure was confirmed by NMR.
後処理
- temperatureThe resulting mixture was heated
- temperatureat reflux for 6 days
- filtrationThe mixture was filtered
- washthe copper was washed with 2×150 mL of chloroform
- extractionextracted with 6×150 mL of chloroform
- customdried
- concentrationconcentrated to approximately 250 mL
- temperatureThe concentrate was cooled to 0° C.
- filtrationthe precipitate filtered
出典と根拠
- ORDレコード
- ord-0d126743b54247e4b00946be9eb577bd
- 出典データセット
- uspto-grants-1993_09
- 特許番号
- US05244771
関連ノート
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