Lauroyl chloride

Dialkyl phosphites react with acyl halides such as lauroyl chloride to yield surface-active acid esters of acylphosphonic acid [84-87] see Eq. (40). 

Laurie acid, 30, 106 31, 69 Lauric acid, vinyl ester, 30,106 Laurone, 31, 68 Lauroyl chloride, 31, 68 Lead acetate trihydrate, 31, 19 Lead sulfide, 31, 19... 

In a 1-1. three-necked flask, equipped with a stirrer and a thermometer and immersed in an ice bath, is placed 46 g. (0.7 mole) of sodium azide (Note 1) in 150 ml. of water. A mixture of 109 g. (0.5 mole) of lauroyl chloride (b.p. 134-137°/11 mm.) and 150 ml. of acetone is then added from a separatory funnel to the well-stirred solution of the azide at such a rate that the temperature remains at 10-15°. After the mixture has been stirred at this temperature for an hour, the stirrer is stopped and, when the layers have separated, the lower water layer is removed care-... 

If desired, decylketene dimer can be isolated at this point by filtering the reaction mixture and concentrating the filtrate. The mixture should be handled at all times under anhydrous conditions. The filtration should be carried out by the inverted filtration method.2 Difficulties are usually encountered in the filtration step since the amine salt frequently separates as a gel. Seeding the ether solution of lauroyl chloride with triethylamine hydrochloride usually aids in preventing this gel formation. It is necessary to rinse the amine salt several times with ether to extract the dimer, which is usually contaminated with traces of triethylamine hydrochloride. 

The Step 1 product (250 mg) was dissolved in 20 ml of THF, treated with lauroyl chloride (300 mg) and triethylamine (1.0 g), and refluxed for 5 hours. The solution was filtered to remove solids, and the filtrate was concentrated under vacuum. The residue was purified using silica gel chromatography with methanol/CCLH, 1 1, and the product was isolated in 80% yield. 

A mixture of redistilled lauric acid (44.1 g., 0.22 mole) and 11 g. (0.08 mole) of phosphorus trichloride is held at a temperature of 50° for 1 hour. The upper layer is separated, and a current of dry air is passed through this material to remove excess phosphorus trichloride. Distillation gives 45.9 g. (95%) of lauroyl chloride boiling at 138-142°/15 mm. 

A solution of 45 g. (0.21 mole) of lauroyl chloride in 100 ml. of petroleum ether (b.p. 20-40°) is added to a mixture of 100 ml. of petroleum ether, cracked ice, and 20 g. (0.26 mole) of sodium peroxide, and the mixture is agitated vigorously for 2 minutes. Additional ice and peroxide (15 g., 0.19 mole) are added, and stirring is continued for 10 minutes. The mixture is extracted with ether, and the ethereal... 

DBU was found to be an excellent catalyst in the preparation of acid chlorides from carboxylic acids or anhydrides at 70-105°C (70GEP1931074 74JOC1134). Thus, lauroyl chloride was obtained in 96.0% yield from lauric acid (74JOC1134). 

Starch dilaurate is prepared by treating 1 part-of dry starch in 2.5 parts of pyridine and 3 parts of toluene with 5 parts of lauroyl chloride for two hours at 100 . The product is soluble in benzene, chloroform, and halogen derivatives of acetylene, but is insoluble in water, alcohol, and acetone. On evaporation of a benzene-chloroform solution it forms a brittle film. 

Starch laurate benzoate is prepared by mixing equal parts of starch and of a 40% sodium hydroxide solution, heating in benzene to the reflux temperature and then adding slowly a mixture of benzoyl chloride and lauroyl chloride. After a few minutes, the mixed ester is formed. 

Preparation of Laurie Diethanolamide from Lauroyl Chloride... 

Part A.— About 202 grams (1 mol) of melted lauric acid (90%) was mixed with about 35 mL. (0.4 mol) of phosphorus trichloride at a temperature of approximately 40° C. After the resultant mixture had separated into two immiscible liquid layers, the lower layer consisting essentially of phosphorous acid was separated from the lauroyl chloride present in the upper layer. 

Laccaic acid, 537 a-Lactams, 756, 924, 8-Lactams, 234 Lactose, 61,1171 A .8( )-Lanostadiene, 151 A -Lanostene derivative, 468 Lanosterol, 916 5o-Lanosteryl 3 3-formate, 599 Laudanosine, 1106 methochloride, 1106 Laurie acid, 648-649, 666,1263, 1271 Laurone, 1199 Lauroyl azide,1041,1042 Lauroyl chloride, 1041, 1042,1199 Lauryl alcohol, 453 Lauryl bromide, 453, 1165 Lauryl mercaptan, 1165 Lazier catalyst, see Copper chromite Lead acetate trihydrate, 433,532-533 Lead dioxide, 215, 347, 409, 533-536, 537, 543, 554... 

Synthesis of Isocyanates. In a typical procedure a mixture of lauroyl chloride and acetone is added from a dropping funnel with cooling and stirring to a solution of sodium azide in water at a rate such as to maintain a temperature of 10-15°. After the reaction Is complete (cu. 1 hr.), the lower aqueous layer is removed carefully by suction through a glass capillary lube. The upper layer of crude acyl azide is... 

Ketenes and derived products. Triethylamine dehydrohalogenates an acid chloride having an a-hydrogen atom to give a ketene isolable as the ketene dimer, which can be converted into a j8-ketoacid or a symmetrical ketone (Sauer An example is the preparation of laurone from lauroyl chloride. An ethereal solution of the acid... 

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