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

HRID 905136

반응식

HRID 905136 반응식
[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]

참가 물질

7

반응물 5

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ab59b5d3a2dc4b67a675cbd5b7658a03
출처 데이터셋
uspto-grants-1983_12
특허 번호
US04421929

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