Methyl iodide → 3,6-Dimethoxyphthalonitrile

HRID 437982

反応式

HRID 437982 の反応式
[C:1]([C:3]1[C:9]([C:10]#[N:11])=[C:8]([OH:12])[CH:7]=[CH:6][C:4]=1O)#[N:2].[CH3:13]I.[C:15](=[O:18])([O-])[O-].[K+].[K+]>O>[CH3:13][O:12][C:8]1[CH:7]=[CH:6][C:4]([O:18][CH3:15])=[C:3]([C:1]#[N:2])[C:9]=1[C:10]#[N:11]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 784672,3-Dicyanohydroquinone

生成物 1

HCID 3583583,6-Dimethoxyphthalonitrile

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 17.1 g. of 2,3-dicyanohydroquinone, 143.5 g. of methyl iodide and 43.5 g. of potassium carbonate is stirred in dimethylformide for approximately 20 hours. The mixture is then treated with 1 liter of water and filtered. The precipitate is washed with water and methanol and dried to yield 3,6-dimethoxyphthalonitrile. The nitrile is then slurried in 150 ml. of sodium hydroxide and heated at 115° C. for approximately seven hours. The resulting solution is cooled, filtered and acidified with hydrochloric acid to precipitate 3,6-dimethoxyphthalic acid. The acid is refluxed in 150 ml. of acetic anhydride for 15 hours and then cooled to room temperature. The resulting crystals are filtered and washed with ether to yield 3,6-dimethoxyphthalic anhydride having a melting point of 265°-268° C.

後処理

  1. additionA mixture of 17.1 g
  2. filtrationfiltered
  3. washThe precipitate is washed with water and methanol
  4. customdried

出典と根拠

ORDレコード
ord-12fe172da7a4455d90d76d7a3bbe0a7b
出典データセット
uspto-grants-1977_06
特許番号
US04032656

関連ノート

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