Water → Sodium Behenate

HRID 842449Notes

Reaction equation

HRID 842449 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

While stirring 876 g of behenic acid (Edenor C22-85R, product of Henkel Corporation), 4,230 ml of distilled water and 1,200 ml of tert-butanol at 75° C., added was 492 ml of a 5N aqueous NaOH solution over 5 minutes, then reacted for 60 minutes to obtain sodium behenate solution. Independently, 2,062 ml of aqueous solution containing 404 g of silver nitrate (pH 4.0) was prepared and kept at 10° C. A reaction vessel containing 6,350 ml of distilled water and 300 ml of tert-butanol was kept at 30° C., and an entire volume of the aqueous silver nitrate solution was added at a constant flow rate, and 7 minutes after, addition of an entire volume of the sodium behenate solution was started at a constant flow rate. The addition of the aqueous silver nitrate solution and silver behenate solution took 60 minutes and 62 minutes, respectively. Thus, the last 9 minutes was dedicated to the addition of the sodium behenate solution only. The mixture was allowed to stand for 20 minutes under stirring, and then cooled to 25° C. Solid content was separated by suction filtration, and then washed with water until electric conductivity of the filtrate decreased as low as 30 μS/cm. The obtained solid content was stored in a form of wet cake without drying.

Workup

  1. additionadded
  2. customover 5 minutes
  3. customreacted for 60 minutes

Sources & evidence

ORD record
ord-ace1ebabd7cd43bcbe5d81232dbed90c
Source dataset
uspto-grants-2002_04
Patent number
US06376168B1

Reaction notes

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