Diethyl Ether → HCID 3238911, compound

HRID 1493170Notes

Reaction equation

HRID 1493170 reaction equation
[C:1]([CH2:9][C:10]#[N:11])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:12]1(=O)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.C([O:21]CC)C>>[C:2]1([C:1]2[C:13]3[CH2:14][CH2:15][CH2:16][CH2:17][C:12]=3[NH:11][C:10](=[O:21])[CH:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 7967CyclohexanoneHCID 64799Benzoylacetonitrile

Product 1

HCID 3238911HCID 3238911, compound

Conditions

Temperature
110 °C

Procedure

A mixture of benzoylacetonitrile (25 g), cyclohexanone (25 g) and 75% polyphosphoric acid (250 g) is stirred at 50° C. for 30 minutes and further at 110° C. for 1.5 hour. After cooling, the reaction mixture is poured into ice-water and thereto is added diethyl ether (300 ml). The mixture is stirred and the precipitated crystals are collected by filtration. The crystals are recrystallized from N,N-dimethylformamide-ethanol to give the desired compound (27 g), m.p. 285°-288° C.

Workup

  1. temperatureAfter cooling
  2. stirringThe mixture is stirred
  3. filtrationthe precipitated crystals are collected by filtration
  4. customThe crystals are recrystallized from N,N-dimethylformamide-ethanol

Sources & evidence

ORD record
ord-8349bd1a7ef94cd496e5a85b1fd810c4
Source dataset
uspto-grants-1991_06
Patent number
US05021421

Reaction notes

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