Ethyl bromoacetate → HCID 15572227, compound

HRID 2286594Notes

Reaction equation

HRID 2286594 reaction equation
[CH:1]([C:4]1[CH:10]=[CH:9][CH:8]=[C:7]([CH:11]([CH3:13])[CH3:12])[C:5]=1[NH2:6])([CH3:3])[CH3:2].Br[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17].C([O-])(O)=O.[Na+]>CN(C=O)C>[CH2:19]([O:18][C:16]([CH2:15][NH:6][C:5]1[C:4]([CH:1]([CH3:3])[CH3:2])=[CH:10][CH:9]=[CH:8][C:7]=1[CH:11]([CH3:13])[CH3:12])=[O:17])[CH3:20]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 32484DiisopropylanilineHCID 516892Sodium Bicarbonate

Product 1

HCID 15572227HCID 15572227, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Dissolve 2,6-diisopropylaniline (53.1 g, 0.30 mol) and ethyl bromoacetate (55.1 g, 0,33 mol) in 200 ml DMF. After 72 hours, pour onto aqueous NaHCO3 and extract with hexane. Wash the hexane twice with water. Dry, concentrate and distill to obtain as a fraction b.p. 130°-145° C./0.1 mm N-ethoxycarbonylmethyl-(2,6-diisopropyl)aniline.

Workup

  1. extractionextract with hexane
  2. washWash the hexane twice with water
  3. customDry
  4. concentrationconcentrate
  5. distillationdistill

Sources & evidence

ORD record
ord-e5d5bc6b7ce74c62a897cdc66305824e
Source dataset
uspto-grants-1981_05
Patent number
US04267193

Reaction notes

Loading…