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

HRID 444126ノート

反応式

HRID 444126 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-d764701e8bc64cfb8a45efabc7211bdc
出典データセット
uspto-grants-1981_04
特許番号
US04263209

反応ノート

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