Hydrochloric Acid → Phthalonitrile

HRID 1488900ノート

反応式

HRID 1488900 の反応式
O[C:2]1[CH:9]=[CH:8][CH:7]=[C:4]([C:5]#[N:6])[C:3]=1[C:10]#[N:11].C(=O)([O-])[O-].[K+].[K+].ClC([Si](C)(C)C)C.Cl>CN(C)C=O>[C:10](#[N:11])[C:3]1[C:4](=[CH:7][CH:8]=[CH:9][CH:2]=1)[C:5]#[N:6]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 111035Silane, (1-chloroethyl)trimethyl-HCID 152974743-Hydroxyphthalonitrile

生成物 1

HCID 7042Phthalonitrile収率 95.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In 200 ml of N,N-dimethylformamide were dissolved with heating 20 g of 3-hydroxyphthalonitrile and 10.55 g of potassium carbonate, to which 20 g of 1-chloroethyl-trimethylsilane were added dropwise at 30° C. in the atmosphere of argon. Immediately after the addition, the mixture was stirred for 36 hours while maintaining the reaction temperature at 85°-100° C. The reaction vessel was then cooled to room temperature and 200 ml of dilute hydrochloric acid was added. The mixture was extracted with 1 liter of toluene. The organic layer was washed well with water and water was removed with magnesium sulfate. Thereafter, toluene was removed by distillation and the residue was purified with a toluene/silica gel column to obtain 16.9 g (yield: 49.9%) of a compound having the formula (XVIII) below. The compound is in the form of white crystals and has a melting point of 67.5° C. The IR spectrum of the compound is shown in FIG. 4. ##STR40##

後処理

  1. additionImmediately after the addition
  2. temperaturewhile maintaining the reaction temperature at 85°-100° C
  3. extractionThe mixture was extracted with 1 liter of toluene
  4. washThe organic layer was washed well with water and water
  5. customwas removed with magnesium sulfate
  6. customThereafter, toluene was removed by distillation
  7. customthe residue was purified with a toluene/silica gel column

出典と根拠

ORDレコード
ord-26200d04cbbf4b1495ed701ff2a2acb3
出典データセット
uspto-grants-1997_10
特許番号
US05677025

反応ノート

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