Methyl acetoacetate → HCID 20081855, compound

HRID 1609548Notes

Reaction equation

HRID 1609548 reaction equation
[NH2:1]/[C:2](/[CH3:11])=[CH:3]\[C:4]([O:6][CH2:7][CH2:8][C:9]#[N:10])=[O:5].[F:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][CH:14]=1.[C:21]([O:27][CH3:28])(=[O:26])[CH2:22][C:23]([CH3:25])=O>C(O)C>[CH3:25][C:23]1[NH:1][C:2]([CH3:11])=[C:3]([C:4]([O:6][CH2:7][CH2:8][C:9]#[N:10])=[O:5])[CH:17]([C:16]2[CH:19]=[CH:20][C:13]([F:12])=[CH:14][CH:15]=2)[C:22]=1[C:21]([O:27][CH3:28])=[O:26]

Participants

5

Reactant 3

HCID 7757Methyl acetoacetateHCID 680234-FluorobenzaldehydeHCID 136714102-Cyanoethyl 3-aminocrotonate

Product 1

HCID 20081855HCID 20081855, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

15.4 g (0.1 mol) of 2-cyanoethyl 3-aminocrotonate, 12.4 g (0.1 mol) of p-fluorobenzaldehyde and 11.6 g of methyl acetoacetate are heated overnight under reflux in 150 ml of ethanol. After removing the solvent on a rotary evaporator, the residue is taken up in ethyl acetate, washed with water, dried and 33.8 g of crude product are obtained after removing the solvent in vacuo.

Workup

  1. customAfter removing the solvent
  2. customon a rotary evaporator
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-822888c2bb73437585066775104b5b5e
Source dataset
uspto-grants-1995_03
Patent number
US05401746

Reaction notes

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