Acetic Acid → HCID 54359700, compound

HRID 982002Notes

Reaction equation

HRID 982002 reaction equation
[C:1]([O:7][CH2:8][CH2:9][Br:10])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[N+:11]([C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH:17]=O)([O-:13])=[O:12].C(O)(=O)C.N1CCCCC1>C(O)(C)C>[N+:11]([C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH:17]=[C:2]([C:3]([CH3:5])=[O:4])[C:1]([O:7][CH2:8][CH2:9][Br:10])=[O:6])([O-:13])=[O:12]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 74493-NitrobenzaldehydeHCID 8082PiperidineHCID 132313632-Bromoethyl 3-oxobutanoate

Product 1

HCID 54359700HCID 54359700, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

405 g of 2-bromoethyl acetoacetate are dissolved in 1500 ml of isopropanol. 293 g of 3-nitrobenzaldehyde, 4.6 g of acetic acid and 6.8 g of piperidine are added while stirring. The mixture is stirred at 40° C. until a clear solution has formed. The solution is allowed to cool slowly, seeded with a few crystals of the title compound and stirred at room temperature for 48 h and then cooled, and the product is filtered off under suction, washed with cold isopropanol and dried in vacuo at 50° C. 495 g of the title compound of m.p. 94.5°-95.5° C. are obtained.

Workup

  1. stirringThe mixture is stirred at 40° C. until a clear solution
  2. customhas formed
  3. temperatureto cool slowly

Sources & evidence

ORD record
ord-3eb1809817e14712a30498f7bb95fa68
Source dataset
uspto-grants-1991_02
Patent number
US04994461

Reaction notes

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