Sodium Hydroxide → N,N-bis(2,3-epoxypropyl)glycine

HRID 1266Notes

Reaction equation

HRID 1266 reaction equation
Cl[CH2:2][CH:3]([OH:15])[CH2:4][N:5]([CH2:10][CH:11]([OH:14])[CH2:12]Cl)[CH2:6][C:7]([OH:9])=[O:8].[Na].[OH-].[Na+]>O>[O:14]1[CH2:12][CH:11]1[CH2:10][N:5]([CH2:4][CH:3]1[O:15][CH2:2]1)[CH2:6][C:7]([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86752178sodium N,N-bis(3-chloro-2-hydroxypropyl)glycine

Product 1

HCID 19695060N,N-bis(2,3-epoxypropyl)glycineYield 84%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A reactor was charged with 20 g (0.07 mole) of sodium N,N-bis(3-chloro-2-hydroxypropyl)glycine obtained in the same manner as in Referential Example 1 and 100 g of water, and the contents were kept at 50° C., to which 35 ml of a 4N aqueous solution of sodium hydroxide were added. After the mixture was stirred for 30 minutes, the solvent was distilled off under reduced pressure, and 100 ml of ethanol were added to the residue to separate insoluble matter by filtration. Thereafter, ethanol was distilled off under reduced pressure, thereby obtaining 11 g (isolation yield: 84%) of N,N-bis(2,3-epoxypropyl)glycine.

Workup

  1. additionwere added
  2. distillationthe solvent was distilled off under reduced pressure, and 100 ml of ethanol
  3. additionwere added to the residue
  4. customto separate insoluble matter
  5. filtrationby filtration
  6. distillationThereafter, ethanol was distilled off under reduced pressure

Sources & evidence

ORD record
ord-f88ac48b7e45476aa2b72c1493bc7762
Source dataset
uspto-grants-1998_03
Patent number
US05723655

Reaction notes

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