Water → Sodium Behenate

HRID 1840701Notes

Reaction equation

HRID 1840701 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

Behenic acid (EDENOR C22-85R manufactured by Henkel, 87.6 g), 423 liters of distilled water, 49.2 liters of an NaOH aqueous solution having a concentration of 5 mol/liter, and 120 liters of tert-butanol were mixed and reacted at 75° C. for 1 hour with stirring to obtain a sodium behenate solution. Separately, 206.2 liters (pH 4.0) of an aqueous solution containing 40.4 kg of silver nitrate was prepared, and maintained at 10° C. A reaction vessel charged with 635 liters of distilled water and 30 liters of tert-butanol was maintained at 30° C., and the total amount of the sodium behenate solution and the total amount of the silver nitrate aqueous solution were added at a fixed flow rate over a period of 93 minutes 15 seconds and over a period of 90 minutes respectively while being fully stirred. At this time, for 11 minutes after starting the addition of the silver nitrate aqueous solution, the silver nitrate aqueous solution alone was added. Then the addition of the sodium behenate solution was started. For 14 minutes 15 seconds after completing the addition of the silver nitrate aqueous solution, the sodium behenate solution was added alone. At this time, the temperature inside the reaction vessel was set at 30° C., and the temperature was externally controlled such that the liquid temperature was constant. Further, the temperature of piping for the addition of the sodium behenate solution was controlled by circulating hot water at an outer side of a double tube, and liquid temperature at an outlet at the tip of an addition nozzle was adjusted to 75° C. The temperature of piping for addition of the silver nitrate aqueous solution was controlled by circulating cold water at an outer side of a double tube. The position at which the sodium behenate solution was added and the position at which the silver nitrate aqueous solution was added were arranged symmetrically about a stirring shaft, and the heights were adjusted so as not to contact the reaction solutions.

Workup

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

Sources & evidence

ORD record
ord-4233bfb9c3194d3692041f22b54b915b
Source dataset
uspto-grants-2004_01
Patent number
US06682878B2

Reaction notes

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