Methanol → HCID 57028118, compound

HRID 1906248Notes

Reaction equation

HRID 1906248 reaction equation
C[O-:2].[Na+].CO.[N:6]([CH2:13][CH2:14][OH:15])([CH2:10][CH2:11][OH:12])CCO.S([O-])(O[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])(=O)=O>O>[CH2:20]([O:15][CH2:14][CH2:13][NH:6][CH2:10][CH:11]([OH:12])[OH:2])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

Participants

6

Reactant 4

HCID 887MethanolHCID 7618TriethanolamineHCID 5121662n-Octyl sulfateHCID 10942334Sodium Methoxide

Product 1

HCID 57028118HCID 57028118, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
110 °C

Procedure

40.3 grams of a 30% (by weight) solution of sodium methylate in methanol (0.224 mole) were added to 100 grams of triethanolamine (0.67 mole), after which the methanol was distilled off by heating to 110° C. 51.6 grams of n-octyl sulfate, Na salt (0.22 mole) were stirred at 20° C. into the solution obtained and the reaction mixture was heated for 4 hours to 200° C. After cooling to 20° C., approx. 160 ml of water were added. Two liquid phases formed. The upper phase was separated off, washed twice with water and dried under a vacuum in a rotary vaporator with gentle heating to approx. 80° C. A brown oily liquid (52 grams) having an amine number of 214 was obtained (the amine number indicates the number of mg of KOH equivalent to 1 gram of the substance).

Workup

  1. distillationafter which the methanol was distilled off
  2. customobtained
  3. temperaturethe reaction mixture was heated for 4 hours to 200° C
  4. temperatureAfter cooling to 20° C.
  5. customTwo liquid phases formed
  6. customThe upper phase was separated off
  7. washwashed twice with water
  8. customdried under a vacuum in a rotary vaporator
  9. temperaturewith gentle heating to approx. 80° C

Sources & evidence

ORD record
ord-e9fb2d7c0fe64a009bcf2a18938c39ff
Source dataset
uspto-grants-1987_03
Patent number
US04650865

Reaction notes

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