Water → Sodium Behenate

HRID 2415639Notes

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

Conditions

Temperature: 75 °C

Procedure

88 kg of the recrystallized behenic acid, 422L of distilled water, 49.2 L of a 5 mol/L aqueous solution of NaOH and 120 L of t-butyl alcohol were mixed together and reacted for 1 hours under stirring at 75° C. to thereby give a sodium behenate solution B. Separately, 206.2 L of an aqueous solution of 40.4 kg of silver nitrate (pH 4.0) was prepared and maintained at 10° C. A reactor containing 635 L of distilled water and 30 L of t-butyl alcohol was maintained at 30° C. Under thoroughly stirring, the whole sodium behenate solution B and the whole aqueous solution of silver nitrate as described above were added thereto at a constant flow rate respectively over 93 minutes and 15 seconds and 90 minutes. In this step, the aqueous silver nitrate solution alone was added within 11 minutes following the initiation of the addition of the aqueous silver nitrate solution and then the addition of the sodium behenate solution B was initiated. Within 14 minutes and 15 seconds following the completion of the addition of the aqueous silver nitrate solution, the sodium behenate solution B alone was added. During this procedure, the reactor was maintained at 30° C. and the external temperature was controlled so that the liquid temperature was maintained at the constant level. The pipe through which the sodium behenate solution B was added was maintained at a definite temperature by circulating warm water outside of the double-structured pipe and the liquid temperature was controlled to 75° C. at the outlet of the front end of the addition nozzle. On the other hand, the pipe through which the aqueous silver nitrate solution was added was maintained at a definite temperature by circulating cold water outside of the double-structured pipe. The addition point of the sodium behenate solution B and the addition point of the aqueous silver nitrate solution were symmetrically located in both sides of the stirring axis and the height of each position was regulated so that these solutions were not in contact with the liquid reaction mixture.

Workup

customreacted for 1 hours

Sources & evidence

ORD record: ord-4ae04a42af0240c3b84f701a0099e54c
Source dataset: uspto-grants-2004_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06821721B2

Reaction notes

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