HCID 54387527, compound → HCID 69944501, compound

HRID 1018514Notes

Reaction equation

HRID 1018514 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:15]=[CH:16][CH:17]=1)[CH:6]=[CH:7][C:8](=O)[CH2:9]C(OC)=O)#[N:2].[O:18]1[CH2:22][CH2:21][CH2:20][CH:19]1[CH2:23][O:24][C:25](=[O:30])/[CH:26]=[C:27](\[NH2:29])/[CH3:28]>CCO>[O:18]1[CH2:22][CH2:21][CH2:20][CH:19]1[CH2:23][O:24][C:25]([C:26]1[CH:6]([C:5]2[CH:15]=[CH:16][CH:17]=[C:3]([C:1]#[N:2])[CH:4]=2)[C:7]([C:25]([O:24][CH3:23])=[O:30])=[C:8]([CH3:9])[NH:29][C:27]=1[CH3:28])=[O:30]

Participants

4

Reactant 2

HCID 54387527HCID 54387527, compoundHCID 69946325HCID 69946325, compound

Product 1

HCID 69944501HCID 69944501, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
-10 °C

Procedure

A solution of 30 g (0.13 mol) of methyl 3-cyanobenzylideneacetoacetate and 24.24 g (0.13 mol) of (tetrahydrofuran-2-ylmethyl)-3-aminocrotonate in 130 ml of abs. ethanol was refluxed with stirring, in the absence of light, along 8 hours. The reaction mixture was then cooled to −10° C., and the product was obtained as a yellow solid (mp 127-9° C., EtOH) with a yield of 79%.

Sources & evidence

ORD record
ord-07d5c18c2d954f8a96015a6771147c7d
Source dataset
uspto-grants-2002_11
Patent number
US06482841B1

Reaction notes

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