Methyl acetoacetate → HCID 4448724, compound

HRID 1018512Notes

Reaction equation

HRID 1018512 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[C:13]([O:19][CH3:20])(=[O:18])[CH2:14][C:15]([CH3:17])=O.[O:21]1[CH2:25][CH2:24][CH2:23][CH:22]1[CH2:26][O:27][C:28](=[O:33])/[CH:29]=[C:30](\[NH2:32])/[CH3:31]>CC(O)C>[O:21]1[CH2:25][CH2:24][CH2:23][CH:22]1[CH2:26][O:27][C:28]([C:29]1[CH:5]([C:4]2[CH:7]=[CH:8][CH:9]=[CH:10][C:3]=2[C:2]([F:12])([F:11])[F:1])[C:14]([C:13]([O:19][CH3:20])=[O:18])=[C:15]([CH3:17])[NH:32][C:30]=1[CH3:31])=[O:33]

Participants

5

Reactant 3

HCID 7757Methyl acetoacetateHCID 123067o-(Trifluoromethyl)benzaldehydeHCID 69946325HCID 69946325, compound

Product 1

HCID 4448724HCID 4448724, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 90 ml (118.8 g; 0.68 mol) of 2-trifluoromethyibenzaldehyde, 75 ml (79.23 g; 0.68 mol) of methyl acetoacetate and 126.38 g (0.68 mol) of (tetrahydrofuran-2-ylmethyl)-3-aminocrotonate in 700 ml of 2-propanol, was refluxed in the absence of light along 10 hours.

Sources & evidence

ORD record
ord-a04158571dbd44ee837d86ace4e30e4c
Source dataset
uspto-grants-2002_11
Patent number
US06482841B1

Reaction notes

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