N-Butyryl chloride

CH3CH2CH3COOH + SOClj —> CH3CH3CH3COCI + SOj + HCl n.But3rric acid n-Butyryl chloride (b.p. 101")... 

Prepare n-heptoyl chloride from the acid by treatment with thionyl chloride as detailed for n-butyryl chloride (Section 111,87) b.p. 173-175°. 

The 2,3-dichlorophenoxyacetic acid and n-butyryl chloride are placed in the reaction vessel and stirred while the aluminum chloride is added portionwise over a 45-minute period. The mixture then is heated on the steam bath for 3 hours and allowed to cool to room temperature. The gummy product obtained is added to a mixture of 300 ml of crushed ice and 30 ml concentrated hydrochloric acid. The resulting mixture is extracted with ether and the extract evaporated at reduced pressure. The residue Is suspended in boiling water and dissolved by addition of a minimum quantity of 40% sodium hydroxide. After treatment with decolorizing charcoal and filtering, the hot filtrate is made acid to Congo red paper and chilled in ice. 

Methohexital sodium Butyramidophenol Acebutolol Butyric anhydride lopanoic acid Tyropanoate sodium n-Butyryl chloride Ethacrynic acid... 

Tryptamine. CA, 79, 14632 (1973). This is a fast one step operation, giving a good 70% yield. Condensation of PhNHNH2 (phenylhydrazine) with CICH2CH2CH2CHO (n-butyryl chloride, 2-chloroethyl vinyl ether) in refluxing aqueous EtOH for 6 hours gives 70% tryptamine. 

The reactions of 0-naphthol and 4-methoxyphenol with acetyl, propionyl, butyryl, 0-chloropropionyl and chloracetyl chlorides in acetonitrile produce some striking kinetic results109. The behaviour of acetyl, propionyl and n-butyryl chlorides fit reasonably well into the pattern for acetyl chloride in nitromethane and acetyl bromide in acetonitrile. However, with chloracetyl chloride the mechanism is essentially a synchronous displacement of covalently bound chlorine by the phenol and this process is powerfully catalysed by added salt with bond breaking being kinetically dominant. When no added salt is present the rate of hydrolysis of chloracetyl chloride is ca. 8000 times slower than that of acetyl chloride. Although, normally, in second-order acylation reactions, substituents with the greatest electron demand have been found to have the fastest rates, the reverse is true in this system. Satchell proposes that a route such as... 

Acylcobalt carbonyls formed from acyl halides appear to isomerize less readily. No isomerization was found using isobutyryl bromide or n-butyryl chloride in nonpolar solvents such as hexane or benzene. Some isomerization was found with diethyl ether and ethyl acetate as solvents, again promoted by absence of carbon monoxide. Curiously, no isomerization... 

Step A Preparation of 2,3-Dichloro-4-Butyrylphenoxy Acid - The product is prepared using the following ingredients 22.1 grams (0.1 mol) 2,3-dichlorophenoxyacetic acid 21.3 grams (0.2 mol) n-butyryl chloride and 53.3 grams (0.4 mol) powdered aluminum chloride. 

Tanaka [4] prepared 30 mm-thick retardation films consisting of mixed esters of hydroxypropyl cellulose and acryloyl and n-butyryl chlorides, (XI), having a retardation value of 180nm at a wavelength of 550 nm after photo polymerization. 

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