N-Methyldiethanolamine → n-Octyloxyethyl hydroxyethyl methyl amine

HRID 1906249Notes

Reaction equation

HRID 1906249 reaction equation
S([O-])([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=O)=O.[CH3:14][N:15]([CH2:19][CH2:20]O)[CH2:16][CH2:17][OH:18].[OH-].[Na+]>>[CH2:5]([O:4][CH2:20][CH2:19][N:15]([CH2:16][CH2:17][OH:18])[CH3:14])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 3

HCID 7767N-MethyldiethanolamineHCID 14798Sodium HydroxideHCID 5121662n-Octyl sulfate

Product 1

HCID 20212963n-Octyloxyethyl hydroxyethyl methyl amine

Conditions

Temperature
200 °C

Procedure

318 grams (1.377 moles) of n-octyl sulfate, Na salt, 491.5 grams (4.130 moles) of N-methyl diethanolamine and 55.1 grams (1.377 moles) of sodium hydroxide were heated with stirring for 3 hours under a nitrogen atmosphere to 200° C. After cooling to 80° C., the mixture was washed four times with saturated sodium chloride solution and then dried at 80° C. under a vacuum in a rotary evaporator. Sodium chloride precipitated from the product was filtered. A red-brown liquid having an amine number of 238 was obtained in a quantity of 254 grams.

Workup

  1. temperatureAfter cooling to 80° C.
  2. washthe mixture was washed four times with saturated sodium chloride solution
  3. customdried at 80° C. under a vacuum in a rotary evaporator
  4. customSodium chloride precipitated from the product
  5. filtrationwas filtered
  6. customwas obtained in a quantity of 254 grams

Sources & evidence

ORD record
ord-026b842bdad34c788e539999c80793ae
Source dataset
uspto-grants-1987_03
Patent number
US04650865

Reaction notes

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