2,2-Diethoxyethylamine → HCID 23456484, compound

HRID 1680511Notes

Reaction equation

HRID 1680511 reaction equation
CO[C:3](=[O:17])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]=[C:11]([N+:14]([O-:16])=[O:15])[CH2:12][CH3:13].C([O-])(=O)C.[Na+].[CH2:23]([O:25][CH:26]([O:29][CH2:30][CH3:31])[CH2:27][NH2:28])[CH3:24]>C(#N)C>[CH2:23]([O:25][CH:26]([O:29][CH2:30][CH3:31])[CH2:27][N:28]1[CH:10]([CH:11]([N+:14]([O-:16])=[O:15])[CH2:12][CH3:13])[C:5]2[C:4](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:3]1=[O:17])[CH3:24]

Participants

5

Reactant 3

HCID 695242,2-DiethoxyethylamineHCID 517045Sodium AcetateHCID 53976856HCID 53976856, compound

Product 1

HCID 23456484HCID 23456484, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
25 °C

Procedure

A suspension of 2-(2-nitro-1-butenyl)-benzoic acid methyl ester (49 g, described in Example 29) sodium acetate (27.5 g) and 2,2-diethoxyethanamine (44 g) in acetonitrile (1000 ml) is stirred at 25° C. for 24 hr and filtered. The filtrate is evaporated and the residue is dissolved in chloroform. The organic solution is washed with water, 10% hydrochloric acid and brine, dried and evaporated to obtain the title compound as a mixture of isomers (67 g).

Workup

  1. filtrationfiltered
  2. customThe filtrate is evaporated
  3. dissolutionthe residue is dissolved in chloroform
  4. washThe organic solution is washed with water, 10% hydrochloric acid and brine
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-857aa0dc0b8d4e06bb8c01fe7c54dccf
Source dataset
uspto-grants-1981_06
Patent number
US04273773

Reaction notes

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