2,2-Diethoxyethylamine → HCID 13417979, compound

HRID 1680510Notes

Reaction equation

HRID 1680510 reaction equation
CO[C:3](=[O:16])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]=[C:11]([N+:13]([O-:15])=[O:14])[CH3:12].C([O-])(=O)C.[Na+].[CH2:22]([O:24][CH:25]([O:28][CH2:29][CH3:30])[CH2:26][NH2:27])[CH3:23]>C(#N)C>[CH2:22]([O:24][CH:25]([O:28][CH2:29][CH3:30])[CH2:26][N:27]1[CH:10]([CH:11]([N+:13]([O-:15])=[O:14])[CH3:12])[C:5]2[C:4](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:3]1=[O:16])[CH3:23]

Participants

5

Reactant 3

HCID 695242,2-DiethoxyethylamineHCID 517045Sodium AcetateHCID 53939584HCID 53939584, compound

Product 1

HCID 13417979HCID 13417979, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 2-(2-nitro-1-propenyl)-benzoic acid methyl ester (1.6 g, described in Example 28), sodium acetate (1.1 g) and 2,2-diethoxyethanamine (1.25 ml) in acetonitrile (20 ml) is stirred at 25° C. for 18 hr and evaporated. The residue is dissolved in ethyl acetate. The organic solution is washed with 1 N hydrochloric acid and brine, dried and evaporated to give the title compound as a mixture of two isomers (2.5 g).

Workup

  1. customevaporated
  2. dissolutionThe residue is dissolved in ethyl acetate
  3. washThe organic solution is washed with 1 N hydrochloric acid and brine
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-33cc35edd9ef49d883361620a74e3713
Source dataset
uspto-grants-1981_06
Patent number
US04273773

Reaction notes

Loading…