Water → HCID 19076105, compound

HRID 580508Notes

Reaction equation

HRID 580508 reaction equation
[CH2:1]([NH2:4])[CH:2]=[CH2:3].C(=O)(O)[O-].[Na+].Br[CH:11]([CH3:16])[C:12]([O:14][CH3:15])=[O:13].O>C(O)C>[CH2:1]([NH:4][CH:11]([CH3:16])[C:12]([O:14][CH3:15])=[O:13])[CH:2]=[CH2:3]

Participants

6

Reactant 4

HCID 962WaterHCID 7853AllylamineHCID 95576Methyl 2-bromopropionateHCID 516892Sodium Bicarbonate

Product 1

HCID 19076105HCID 19076105, compoundYield 60.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 10 g (0.18 mole) of allylamine, 10.8 g (0.2 mole) of sodium bicarbonate in 50 ml of ethanol is added 30 g (0.18 mole) of methyl 2-bromopropionate dropwise. The resulting mixture is heated under reflux for 5 hours. The reaction mixture is cooled, poured into water, and extracted with ether. The combined ether extracts are washed with water and dried over magnesium sulfate. The drying agent is filtered and the filtrate is concentrated under reduced pressure to give 15.5 g of a light yellow oil. This material is further purified by distillation to give 10.5 g of pure product.

Workup

  1. temperatureThe resulting mixture is heated
  2. temperatureunder reflux for 5 hours
  3. temperatureThe reaction mixture is cooled
  4. extractionextracted with ether
  5. washThe combined ether extracts are washed with water
  6. dry with materialdried over magnesium sulfate
  7. filtrationThe drying agent is filtered
  8. concentrationthe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-03046ba2e17345d28022863f86a79d03
Source dataset
uspto-grants-1988_06
Patent number
US04753957

Reaction notes

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