Water → Sodium Behenate
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
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 75 °C
Procedure
Behenic acid (trade name: Edenor C22-85R, manufactured by Henckel Co.) (87.6 g), 423 ml of distilled water, 49.2 ml of a 5 N aqueous solution of NaOH and 120 ml of tert-butanol were mixed, and stirred at 75° C. for 1 hour to conduct the reaction, thereby obtaining a sodium behenate solution. Separately, 206.2 ml of an aqueous solution of 40.4 g of silver nitrate (pH 4.0) was prepared, and maintained at a temperature of 10° C. A reaction vessel in which 635 ml of distilled water and 30 ml of tert-butanol were placed was maintained at a temperature of 30° C. The whole amount of the above-mentioned sodium behenate solution and the whole amount of the aqueous solution of silver nitrate were added thereto with stirring at a constant flow rate for 62 minute and 10 seconds and 60 minutes, respectively. At this time, only the aqueous solution of silver nitrate was added for 7 minutes and 20 seconds after the addition of the aqueous solution of silver nitrate was initiated, and then the addition of the sodium behenate solution was initiated. For 9 minutes and 30 seconds after the addition of the aqueous solution of silver nitrate was terminated, only the sodium behenate solution was added. At this time, the temperature in the reaction vessel was maintained at 30° C., and the outside temperature was controlled so that the liquid temperature was not elevated. The temperature of a pipe of an addition system of the sodium behenate solution was kept by steam tracing, and the steam opening was adjusted so as to give a liquid temperature of 75° C. at an outlet of a tip of an addition nozzle. Further, the temperature of a pipe of an addition system of the aqueous solution of silver nitrate was kept by circulating cold water through the outer path of a double pipe. A position for adding the sodium behenate solution and that for adding the aqueous solution of silver nitrate were arranged symmetrically centered on a stirring shaft, and adjusted to such a height as they did not come into contact with the reaction solution.
Workup
- customthe reaction
Sources & evidence
- ORD record
- ord-66df57fc240a423dbe49500f1189ad16
- Source dataset
- uspto-grants-2001_12
- Patent number
- US06326132B1
Reaction notes
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