Methyl 2-bromopropionate → HCID 14326200, compound

HRID 580506Notes

Reaction equation

HRID 580506 reaction equation
[CH2:1]([NH2:4])[C:2]#[CH:3].Br[CH:6]([CH3:11])[C:7]([O:9][CH3:10])=[O:8].C(=O)(O)[O-].[Na+]>O>[CH2:1]([NH:4][CH:6]([CH3:11])[C:7]([O:9][CH3:10])=[O:8])[C:2]#[CH:3]

Participants

5

Reactant 3

HCID 95576Methyl 2-bromopropionateHCID 239041PropargylamineHCID 516892Sodium Bicarbonate

Product 1

HCID 14326200HCID 14326200, compoundYield 37.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

Into a 250 ml round bottom flask are placed 26 g (0.47 mole) of propargylamine, 78.8 g (0.47 mole) of methyl 2-bromopropionate, and 39.7 g (0.47 mole) of sodium bicarbonate. The reaction mixture is heated at 80° C. overnight. It is cooled and poured into 200 ml of water. Extraction with ether provides 45 g of crude product which is further purified by vacuum distillation (94°-95°/3 mm) to give 25 g of desired product.

Workup

  1. customInto a 250 ml round bottom flask are placed
  2. temperatureIt is cooled
  3. extractionExtraction with ether
  4. customprovides 45 g of crude product which
  5. distillationis further purified by vacuum distillation (94°-95°/3 mm)

Sources & evidence

ORD record
ord-1eb52b5292e24d0a924fb1dbea791c72
Source dataset
uspto-grants-1988_06
Patent number
US04753957

Reaction notes

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