Dimethyl Sulfate → 3,6-Dimethoxyphthalonitrile

HRID 1489536

反応式

HRID 1489536 の反応式
S([O:6][CH3:7])(OC)(=O)=O.[C:8](=O)([O-])[O-].[K+].[K+].[C:14]([C:16]1[C:22]([C:23]#[N:24])=[C:21]([OH:25])[CH:20]=[CH:19][C:17]=1O)#[N:15]>CC(=O)CC>[CH3:8][O:25][C:21]1[CH:20]=[CH:19][C:17]([O:6][CH3:7])=[C:16]([C:14]#[N:15])[C:22]=1[C:23]#[N:24]

参加物

5

反応物 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 784672,3-Dicyanohydroquinone

生成物 1

HCID 3583583,6-Dimethoxyphthalonitrile

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

Dimethyl sulfate (15 mL, 0.16 mol) and anhydrous potassium carbonate (24 g, 0.17 mol) are added to a solution of 2,3-dicyanohydroquinone (3.0 g, 0.019 mol) in 100 mL 2-butanone. The reaction mixture is refluxed for 18 hr. under a stream of argon, cooled to room temperature and the resulting solid is collected by filtration. The residue is added to water (100 mL) to dissolve the potassium carbonate and the resulting insoluble material is collected by filtration and dried under vacuum to yield 3.10 g (88%), m.p. 276°-280° C., 1H NMR (DMSO-d6) in ppm, δ=7.63 (s, 2H), 3.93 (s, 6H).

後処理

  1. temperatureThe reaction mixture is refluxed for 18 hr
  2. filtrationthe resulting solid is collected by filtration
  3. additionThe residue is added to water (100 mL)
  4. dissolutionto dissolve the potassium carbonate
  5. filtrationthe resulting insoluble material is collected by filtration
  6. customdried under vacuum
  7. customto yield 3.10 g (88%), m.p. 276°-280° C., 1H NMR (DMSO-d6) in ppm, δ=7.63 (s, 2H), 3.93 (s, 6H)

出典と根拠

ORDレコード
ord-0d1805e881f04a3392b2c13022f9e162
出典データセット
uspto-grants-1997_10
特許番号
US05679661

関連ノート

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