Acetic Acid → HCID 86743864, compound

HRID 2073618Notes

Reaction equation

HRID 2073618 reaction equation
[C:1]([NH2:7])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[N+:8]([C:11]1C=C(C=C[CH:18]=1)C=O)([O-:10])=[O:9].N1CCCCC1.C(O)(=O)C>C(O)(C)C>[C:3](/[C:2](=[C:11](/[N+:8]([O-:10])=[O:9])\[CH3:18])/[C:1]([NH2:7])=[O:6])(=[O:4])[CH3:5]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 74493-NitrobenzaldehydeHCID 8082PiperidineHCID 80077Acetoacetamide

Product 1

HCID 86743864HCID 86743864, compoundYield 117.5%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 10 g of acetoacetamide and 15 g of 3-nitrobenzaldehyde in 100 ml of isopropanol is stirred at 35° C. for 4 hours in the presence of 0.3 ml of piperidine and 0.5 ml of acetic acid. The precipitated yellow crystals are collected by filtration to give 20 g of α-acetyl-3-nitrocrotonamide, melting at 159°-161° C.

Workup

  1. filtrationThe precipitated yellow crystals are collected by filtration

Sources & evidence

ORD record
ord-c975d2b0f949443aae1ee2cd7c1076b5
Source dataset
uspto-grants-1990_04
Patent number
US04918074

Reaction notes

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