Water → Sodium Behenate

HRID 751748Notes

Reaction equation

HRID 751748 reaction equation
[C:1]([OH:24])(=[O:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].O.[OH-].[Na+:27]>C(O)(C)(C)C>[C:1]([O-:24])(=[O:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[Na+:27]

Participants

5

Reactant 3

HCID 962WaterHCID 8215Docosanoic AcidHCID 14798Sodium Hydroxide

Product 1

HCID 23668838Sodium Behenate

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

88 kg of the recrystallized behenic acid, 422 L of distilled water, 108.2 L of an NaOH aqueous solution having a concentration of 5 mole/L, and 120 L of t-butyl alcohol were mixed and reacted at 75° C. for 1 hour to obtain a sodium behenate solution B. Separately, 206.2 L of an aqueous solution containing 40.4 kg of silver nitrate (pH 4.0) was prepared and maintained at 10° C. A reaction vessel containing 635 L of distilled water and 30 L of t-butyl alcohol was maintained at 30° C., to which the entire amounts of the sodium behenate solution and the silver nitrate aqueous solution were added under sufficiently stirring at constant flow rates over 93 minutes and 15 seconds, and 90 minutes, respectively. In the operation, only the silver nitrate aqueous solution was added in the initial period of 11 minutes of the addition duration of the silver nitrate aqueous solution, and thereafter, the addition of the sodium behenate solution was started. In the period of 14 minutes and 15 seconds after completing the addition of the silver nitrate aqueous solution, only the sodium behenate solution was added. The temperature in the reaction vessel was 30° C., and the liquid temperature was made constant by controlling the outer temperature. The piping of the addition system of the sodium behenate solution was kept in temperature by circulating warm water through an outer jacket of a double tube, whereby the liquid temperature at the tip end of the addition nozzle was controlled to 75° C. The piping of the addition system of the silver nitrate aqueous solution was kept in temperature by circulating cold water through an outer jacket of a double tube. The addition position of the sodium behenate solution and the addition position of the silver nitrate aqueous solution were arranged as being symmetric to each other with respect to the stirring axis as the center, and were disposed to such a height that the nozzles were not in contact with the reaction solution.

Workup

  1. additionwere mixed
  2. customreacted at 75° C. for 1 hour

Sources & evidence

ORD record
ord-933c8381dce34cdca4a9d1b1fa657356
Source dataset
uspto-grants-2008_07
Patent number
US07405744B2

Reaction notes

Loading…