Triethylamine → HCID 10536983, compound

HRID 1740848Notes

Reaction equation

HRID 1740848 reaction equation
[CH2:1]([NH:4][CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].C(N(CC)CC)C.[Br:15][CH2:16][C:17](Cl)=[O:18]>C(OCC)C>[Br:15][CH2:16][C:17]([N:4]([CH2:5][CH2:6][CH3:7])[CH2:1][CH2:2][CH3:3])=[O:18]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 8902DipropylamineHCID 89602Bromoacetyl chloride

Product 1

HCID 10536983HCID 10536983, compoundYield 63.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a mixture of dipropylamine (10.1 g), triethylamine (10.1 g) and anhydrous diethyl ether (80 ml) is added dropwise a solution of bromoacetyl chloride (15.8 g) in anhydrous diethyl ether (40 ml) while the temperature of the mixture is kept at -40° C. After addition, the temperature is gradually raised, and the mixture is stirred at room temperature for one hour. The reaction mixture is filtered, and the filtrate is concentrated under reduced pressure, and purified by distillation under reduced pressure to give the desired compound (14 g), b.p. 100-103° C./1 mmHg.

Workup

  1. customis kept at -40° C
  2. additionAfter addition
  3. temperaturethe temperature is gradually raised
  4. filtrationThe reaction mixture is filtered
  5. concentrationthe filtrate is concentrated under reduced pressure
  6. distillationpurified by distillation under reduced pressure

Sources & evidence

ORD record
ord-118224e6e3a340a08a530a250923ed7d
Source dataset
uspto-grants-1999_10
Patent number
US05972946

Reaction notes

Loading…