Triethylamine → HCID 20509898, compound

HRID 1758233Notes

Reaction equation

HRID 1758233 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([CH:9]=1)[CH2:7]Cl.[CH3:13][O:14][CH:15]([O:18][CH3:19])[CH2:16][NH2:17].C(N(CC)CC)C>C(O)C>[CH3:13][O:14][CH:15]([O:18][CH3:19])[CH2:16][NH:17][CH2:7][C:6]1[CH:9]=[C:2]([CH3:1])[CH:3]=[CH:4][C:5]=1[N+:10]([O-:12])=[O:11]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 89728Aminoacetaldehyde dimethyl acetalHCID 2724031alpha-Chloro-5-methyl-2-nitrotoluene

Product 1

HCID 20509898HCID 20509898, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 43 g of 5-methyl-2-nitrobenzyl chloride in 200 ml of ethanol is added drop-wise to a solution of 40 g of aminoacetaldehyde dimethylacetal and 40 g of triethylamine in 300 ml of ethanol at reflux temperature, and the solution is heated for 18 hours at reflux. It is then evaporated in a vacuum until dry and the residue is dissolved in ethyl acetate, and extracted several times with water. After the organic phase is dried and evaporated, the heading compound remains as a reddish oil.

Workup

  1. temperatureat reflux temperature
  2. temperaturethe solution is heated for 18 hours
  3. temperatureat reflux
  4. customIt is then evaporated in a vacuum
  5. customuntil dry
  6. dissolutionthe residue is dissolved in ethyl acetate
  7. extractionextracted several times with water
  8. customAfter the organic phase is dried
  9. customevaporated

Sources & evidence

ORD record
ord-b50896deb4e84efe88ee8caf32814066
Source dataset
uspto-grants-1983_02
Patent number
US04372956

Reaction notes

Loading…