Hydrochloric Acid → 4-Hydroxyisophthalonitrile

HRID 2078417ノート

反応式

HRID 2078417 の反応式
C[O:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][C:4]=1[C:11]#[N:12].[Si](I)(C)(C)C.Cl>N1C2C(=CC=CC=2)C=CC=1>[OH:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][C:4]=1[C:11]#[N:12]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 85247Trimethylsilyl iodideHCID 50619954-Methoxybenzene-1,3-dicarbonitrile

生成物 1

HCID 123259634-Hydroxyisophthalonitrile収率 61%

試薬・触媒・溶媒 1

HCID 7047Quinoline溶媒

反応条件

温度
120 °C

実験手順

4-Methoxyisophthalonitrile (2 g, 0.12 mol; see step (ii) above) was dissolved in quinoline (20 mL) and TMSI (2.7 mL, 0.018 mol) was added. The reaction mixture was stirred at 120° C. for 14 h, before being cooled to RT, acidified with conc. HCl and extracted with ethyl acetate. The organic layer was washed with 10% aqueous NaOH and the aqueous layer was acidified with 1 N HCl. The product was extracted with ethyl acetate, washed with water and brine and dried over Na2SO4. Solvent evaporation under reduced pressure afforded the sub-title compound (1.1 g, 61%) as pale brown solid. This was employed directly in the next step without further purification.

後処理

  1. temperaturebefore being cooled to RT
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with 10% aqueous NaOH
  4. extractionThe product was extracted with ethyl acetate
  5. washwashed with water and brine
  6. dry with materialdried over Na2SO4
  7. customSolvent evaporation under reduced pressure

出典と根拠

ORDレコード
ord-e840436863ab4267af99fd746a269c03
出典データセット
uspto-grants-2011_04
特許番号
US07928225B2

反応ノート

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