Acetic Acid → 1,4-Bis(2-carbethoxy-2-cyano-1-methylethenyl)benzene

HRID 1732838ノート

反応式

HRID 1732838 の反応式
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=O)[CH3:11])=[CH:6][CH:5]=1)(=O)[CH3:2].[C:13]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])#[N:14].[C:21]([O-:24])(=[O:23])[CH3:22].[NH4+:25].[C:26](O)(=O)[CH3:27].[C:30]1(C)C=CC=CC=1>O>[C:16]([C:15]([C:13]#[N:14])=[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:11])=[C:22]([C:30]#[N:25])[C:21]([O:24][CH2:26][CH3:27])=[O:23])=[CH:6][CH:5]=1)[CH3:2])([O:18][CH2:19][CH3:20])=[O:17]

参加物

7

反応物 5

HCID 176Acetic AcidHCID 1140TolueneHCID 7764Ethyl cyanoacetateHCID 138881,4-DiacetylbenzeneHCID 517165Ammonium Acetate

生成物 1

HCID 33932701,4-Bis(2-carbethoxy-2-cyano-1-methylethenyl)benzene

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of p-diacetylbenzene (20.25 g, 0.125 mole), ethyl cyanoacetate (28.3 g, 0.25 mole), ammonium acetate (3.85 g) and acetic acid (10 g) was combined in a 500 ml glass round-bottom flask with toluene (150 ml) and refluxed for 12 hours. A Dean-Stark trap was employed to trap water formed during the reaction. Refluxing was discontinued and the solvent evaporated. The residue containing crude product was distilled under reduced pressure. One fraction, boiling point range 177° C.-195° C. (0.6 mm) amounting to 20.6 g was identified as predominately the 1:1 condensation product. A second fraction, boiling point ~200° C. yielded 18.2 g of 1,4-bis(2-carbethoxy-2-cyano-1-methylethenyl)benzene.

後処理

  1. temperaturerefluxed for 12 hours
  2. customA Dean-Stark trap was employed to trap
  3. temperatureRefluxing
  4. customthe solvent evaporated
  5. additionThe residue containing crude product
  6. distillationwas distilled under reduced pressure
  7. custompoint range 177° C.-195° C. (0.6 mm) amounting
  8. customthe 1:1 condensation product

出典と根拠

ORDレコード
ord-661de65b8eb347258833b73f9081b1fe
出典データセット
uspto-grants-1980_12
特許番号
US04239694

反応ノート

読み込み中…