HCID 53668826, compound → HCID 69945897, compound

HRID 1018511Notes

Reaction equation

HRID 1018511 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[CH:5]=[CH:6][C:7](=O)[CH2:8]C(OC)=O.[O:17]1[CH2:21][CH2:20][CH2:19][CH:18]1[CH2:22][O:23][C:24](=[O:29])/[CH:25]=[C:26](\[NH2:28])/[CH3:27]>CCO>[O:17]1[CH2:21][CH2:20][CH2:19][CH:18]1[CH2:22][O:23][C:24]([C:6]1[CH:5]([C:4]2[CH:14]=[CH:15][CH:16]=[C:2]([Br:1])[CH:3]=2)[C:25]([C:24]([O:23][CH2:22][CH:18]2[CH2:19][CH2:20][CH2:21][O:17]2)=[O:29])=[C:26]([CH3:27])[NH:28][C:7]=1[CH3:8])=[O:29]

Participants

4

Reactant 2

HCID 53668826HCID 53668826, compoundHCID 69946325HCID 69946325, compound

Product 1

HCID 69945897HCID 69945897, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
-10 °C

Procedure

A solution of 15 g (0.05 mol) of methyl 3-bromobenzylideneacetoacetate and 9.81 g (0.05 mol) of (tetrahydrofuran-2-ylmethyl)-3-aminocrotonate in 55 ml of abs ethanol, was refluxed with stirring, in the absence of light, for 10 hours. The reaction mixture was then cooled to −10° C., yielding a white solid (mp 138-40° C., EtOH) with a yield of 85%.

Sources & evidence

ORD record
ord-68403768e3f248f985caea92a95dc838
Source dataset
uspto-grants-2002_11
Patent number
US06482841B1

Reaction notes

Loading…