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
88 kg of the recrystallized behenic acid, 422 L of distilled water, 49.2 L of a 5 mole/L aqueous solution of NaOH, and 120 L of tert-butyl alcohol were mixed. The mixture was then stirred at a temperature of 75° C. for 1 hour so that it was reacted to obtain sodium behenate solution B. Separately, 206.2 L of an aqueous solution (pH 4.0) of 40.4 kg of silver nitrate was prepared and kept at a temperature of 10° C. To 635 L of distilled water and 30 L of tert-butyl alcohol in a reaction vessel which had been kept at a temperature of 30° C. were added all the amount of the sodium behenate solution B previously prepared and all the amount of the aqueous solution of silver nitrate previously prepared at a constant flow rate in 93 minutes and 15 seconds and in 90 minutes, respectively, with thorough stirring. During the procedure, only the aqueous solution of silver nitrate was added for 11 minutes from the beginning of the addition of aqueous solution of silver nitrate, and then the addition of the sodium behenate solution B began. Only the sodium behenate solution B was added for 14 minutes and 15 seconds from the termination of addition of the aqueous solution of silver nitrate. During the procedure, the temperature in the reaction vessel was 30° C. and the ambient temperature was controlled such that the liquid temperature was kept constant. The piping in the system for the addition of the sodium behenate solution B was kept at a constant temperature by circulating hot water through the outer pipe in a double pipe, and the liquid temperature at the outlet of the injection nozzle was adjusted to 75° C. The piping in the system for the addition of the aqueous solution of silver nitrate was kept at a constant temperature by circulating cold water through the outer piper in a double pipe. The position at which the sodium behenate solution B was added and the position at which the aqueous solution of silver nitrate was added was asymmetric about the axis of stirring. The two addition positions were adjusted high enough not to come in contact with the reaction solution.
Workup
- customwas reacted
Sources & evidence
- ORD record
- ord-3e8dd7cdbd4a410fbefb42790028da73
- Source dataset
- uspto-grants-2004_04
- Patent number
- US06727057B2
Reaction notes
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