2-Dimethylaminoethyl benzoate → HCID 19774299, compound

HRID 1613703Notes

Reaction equation

HRID 1613703 reaction equation
[C:1]([O:9][CH2:10][CH2:11][Br:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:13]([O:21][CH2:22][CH2:23][N:24]([CH3:26])[CH3:25])(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(#N)C>[Br-:12].[C:1]([O:9][CH2:10][CH2:11][N+:24]([CH2:23][CH2:22][O:21][C:13](=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([CH3:25])[CH3:26])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 751582-Dimethylaminoethyl benzoateHCID 5230902-Bromoethyl Benzoate

Product 1

HCID 19774299HCID 19774299, compoundYield 74.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Equimolar amounts of 2-bromoethyl benzoate (45.8 g) and 2-(N,N-dimethylamino)ethyl benzoate (38.5 g) were dissolved in 170 ml of acetonitrile and heated at reflux for 16 hours. The reaction mixture was then cooled and the resultant solid was collected, washed with ether, and dried to yield 62.4 g of the title compound, mp=169°-70° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 16 hours
  3. temperatureThe reaction mixture was then cooled
  4. customthe resultant solid was collected
  5. washwashed with ether
  6. customdried

Sources & evidence

ORD record
ord-fd15256586354ecabcb19e2f149521e6
Source dataset
uspto-grants-1993_03
Patent number
US05194472

Reaction notes

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