Loxoprofen → Calcium Stearate

HRID 2234143

Reaction equation

HRID 2234143 reaction equation
CC(C(O)=O)C1C=CC(CC2C(=O)CCC2)=CC=1.[OH-].[K+].[C:21]([OH:40])(=[O:39])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38].[OH-].[Ca+2:42].[OH-].[C:44]([O:63]CC(CO)O)(=[O:62])[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH3:61]>O>[C:21]([O-:40])(=[O:39])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38].[Ca+2:42].[C:44]([O-:63])(=[O:62])[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH3:61]

Participants

7

Reactant 5

HCID 3965LoxoprofenHCID 5281Stearic Acid2×HCID 14797Potassium HydroxideHCID 24699MonostearinHCID 6093208Calcium Hydroxide2×

Product 1

HCID 15324Calcium Stearate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A lubricant composition was formed by first adding 43.00 gms of oxidized CS-600 low viscosity byproduct wax (viscosity: 11 cps; acid number: 14.7 mg KOH/gram; Mettler drop point: 109.5° C.), 122.50 gms of stearic acid, 15.5 gms of calcium hydroxide and 19.0 gms of glycerol monostearate to a reactor vessel. The combination was melted and held at 140° C. with slight agitation. The calcium hydroxide reacted with the stearic acid, forming a calcium stearate product and water as a byproduct. The high temperatures converted the water to steam, generating foam, and the foam was dissipated by the glycerol monostearate. The mixture was mixed until water formation stopped, and it was slowly stirred to remove any entrapped air. The mixture was then held for a finishing step such as prilling or pastillating. The resulting lubricant composition contained 22.42% of the oxidized byproduct wax, 6.68% residual stearic acid, 9.90% residual glycerol monostearate, and 61.00% calcium stearate. This lubricant composition had an acid number of 23.2 mg KOH/gram and a viscosity of 1900 centipoise at 140° C.

Workup

  1. customA lubricant composition was formed
  2. customheld at 140° C. with slight agitation

Sources & evidence

ORD record
ord-d88a297a65184ddf8ebd74b800d5a092
Source dataset
uspto-grants-2010_05
Patent number
US07709571B2

Linked notes

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