Diethylamine → HCID 68379267, compound

HRID 2191170Notes

Reaction equation

HRID 2191170 reaction equation
Br[CH2:2][CH2:3][N:4]1[C:8](=[O:9])[C:7]2=[CH:10][CH:11]=[CH:12][CH:13]=[C:6]2[C:5]1=[O:14].[CH2:15]([NH:17][CH2:18][CH3:19])[CH3:16]>C1(C)C=CC=CC=1>[CH2:15]([N:17]([CH2:18][CH3:19])[CH2:2][CH2:3][N:4]1[CH:8]([OH:9])[C:7]2[C:6](=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:5]1[OH:14])[CH3:16]

Participants

4

Reactant 2

HCID 8021Diethylamine2×HCID 113251H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-

Product 1

HCID 68379267HCID 68379267, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

25.4 g (0.10 mol) of N-(2-bromoethyl)phthalimide were dissolved together with four times the molar quantity of diethylamine (29.2 g; 0.40 mol) in 500 ml of toluene and refluxed for 8 hours. After the reaction, excess diethylamine and the solvent were removed under a vacuum in a rotary evaporator. The residue was combined with tert-butyl methyl ether and the precipitated salt removed by filtration. The ether phase was then completely evaporated off. Yield: 21.0 g (85.4%).

Workup

  1. temperaturerefluxed for 8 hours
  2. customthe solvent were removed under a vacuum in a rotary evaporator
  3. customthe precipitated salt removed by filtration
  4. customThe ether phase was then completely evaporated off

Sources & evidence

ORD record
ord-794692b574c740d3a02234eef1097d86
Source dataset
uspto-grants-2012_12
Patent number
US08328879B2

Reaction notes

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