Sodium Hydroxide → N,N-Diethyl-2-oxiranemethanamine

HRID 50007Notes

Reaction equation

HRID 50007 reaction equation
[OH-].[Na+].Cl[CH2:4][CH:5]([OH:12])[CH2:6][N:7]([CH2:10][CH3:11])[CH2:8][CH3:9]>O>[CH2:6]([N:7]([CH2:10][CH3:11])[CH2:8][CH3:9])[CH:5]1[O:12][CH2:4]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 52988591-Chloro-3-(diethylamino)-2-propanol

Product 1

HCID 95611N,N-Diethyl-2-oxiranemethanamineYield 76%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
22.5 °C

Procedure

A solution of sodium hydroxide (47.9 g, 1.2 mole) in 78 mL water was added 1-chloro-3-diethylamino-propan-2-ol. The resultant was stirred at 20-25° C. for 1 hour, diluted with 178 mL of water and extracted with ether twice. The combined ether solution was dried with solid potassium hydroxide and evaporated to give 135 g of crude product which was purified by fraction distillation to give pure glycidyldiethylamine (98 g, 76%) as an oil.

Workup

  1. extractionextracted with ether twice
  2. dry with materialThe combined ether solution was dried with solid potassium hydroxide
  3. customevaporated
  4. customto give 135 g of crude product which
  5. distillationwas purified by fraction distillation

Sources & evidence

ORD record
ord-09011d018c3949968bf68fa8fbed931f
Source dataset
uspto-grants-2004_03
Patent number
US06710067B2

Reaction notes

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