Acetic Acid → Ethyl 2,6-dicyano-3-methylhex-2-enoate

HRID 1248747노트

반응식

HRID 1248747 반응식
[C:1]([CH2:3][CH2:4][CH2:5][C:6]([CH3:8])=O)#[N:2].[C:9]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])#[N:10].C(O)(=O)C.C([O-])(=O)C.[NH4+]>C1(C)C=CC=CC=1>[CH2:15]([O:14][C:12](=[O:13])[C:11]([C:9]#[N:10])=[C:6]([CH3:8])[CH2:5][CH2:4][CH2:3][C:1]#[N:2])[CH3:16]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 7764Ethyl cyanoacetateHCID 82611Hexanenitrile, 5-oxo-HCID 517165Ammonium Acetate

생성물 1

HCID 54500111Ethyl 2,6-dicyano-3-methylhex-2-enoate

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of methyl 3-cyanopropyl ketone (55.5 g, 0.5 mole), ethyl cyanoacetate (56.5 g, 0.5 mole), acetic acid (6.0 g, 0.1 mole), ammonium acetate (3.85 g, 0.05 mole) and toluene (50 ml) was refluxed while azeotropically removing the water of reaction formed. After 10 hours the solution was vacuum distilled and a fraction (b.p. 145° C.-153° C., 0.5 torr) was collected. Total yield was 77.0 g or 74.7 percent. Analysis by infrared spectroscopy confirmed the product's identity as:

후처리

  1. temperaturewas refluxed
  2. customwhile azeotropically removing
  3. customthe water of reaction
  4. customformed
  5. distillationvacuum distilled
  6. customa fraction (b.p. 145° C.-153° C., 0.5 torr) was collected

출처 및 근거

ORD 기록
ord-51ec1de1199247a28bbbdefc3a56315e
출처 데이터셋
uspto-grants-1985_06
특허 번호
US04525577

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