626-27-7

Usage

Chemical Properties

clear light yellow liquid

Preparation

To a flask containing 15.8 gm (0.2 mole) of dry pyridine and 25 ml of dry benzene is rapidly added with stirring 14.8 gm (0.1 mole) of heptanoyl chloride. The reaction is only slightly exothermic and then 13.0 gm (0.1 mole) of heptanoic acid is added dropwise (5 min) causing the temperature to rise to 60-65°C. After stirring for 10 min, the solid (pyridinium hydrochloride) is quickly filtered, washed twice with 25 ml portions of dry benzene, the benzene washings concentrated under reduced pressure, and the residue distilled to afford 19-20 gm (78-83%), b.p. 155-162°C (12 mm Hg), or 170-173°C (15 min).

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C14H26O3/c1-3-5-7-9-11-13(15)17-14(16)12-10-8-6-4-2/h3-12H2,1-2H3

Upstream product

• 111-71-7 heptanal 
• 111-14-8 oenanthic acid 
• 2528-61-2 Heptanoic acid chloride 
• 111-70-6 n-heptan1ol 
• 142-62-1 hexanoic acid 

Downstream Products

• 115051-97-3 3,5-bis-heptanoylamino-2,4,6-triiodo-benzoic acid 
• 315-37-7 3-oxoandrost-4-en-17α-yl heptanoate 
• 65201-70-9 benzene-hexa-n-heptanoate 
• 4596-16-1 17-heptanoyloxy-pregn-4-ene-3,20-dione 
• 375-85-9 perfluoroheptanoic acid 
• 102375-88-2 N,N'-dicyclohexyl-N-heptanoyl-urea 
• 25255-98-5 Heptanoic acid (3-propionylamino-phenyl)-amide 
• 25256-27-3 Heptanoic acid (3-isobutyrylamino-phenyl)-amide 
• 25227-95-6 Heptanoic acid (3-heptanoylamino-phenyl)-amide 
• 115891-46-8 2-(Heptanoyl-phenyl-amino)-nicotinic acid methyl ester 
• 172470-01-8 3-heptanamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one 
• 1671-75-6 Heptanophenone 
• 39549-66-1 N-heptanoyl-4-chlorobenzamide 

Relevant academic research and scientific papers

Nickel catalyzed decarboxylative alkylation of aryl triflates with anhydrides

Aliphatic acid anhydrides are the versatile building blocks and the new method for the conversion of anhydrides is thus of great significance. Herein, we report the decarboxylative alkylation of aryl triflates with aliphatic acid anhydrides via nickel catalysis. This novel method provides a facile access to construct Csp2-Csp3 bond. In addition, this method is compatible with a broad array of functional groups and exhibits good substrates scope.

One-pot electrochemical synthesis of acid anhydrides from alcohols

One-pot indirect electrochemical oxidation of alcohols in the methylene chloride–aqueous solution of sodium hydrocarbonate two-phase system in the presence of potassium iodide, 4-acetylamino-2,2,6,6-tetramethylpiperidin-1-oxyl, and 2,6-lutidine results in

METHOD FOR PRODUCING CARBOXYLIC ACID ANHYDRIDE AND METHOD FOR PRODUCING CARBOXYLIC ACID ESTER

Provided is a production method whereby corresponding carboxylic acid anhydrides and carboxylic acid esters can be obtained at high yield from various carboxylic acids even without a solvent and near room temperature. A method for producing a carboxylic acid anhydride represented by formula (II), the method comprising reacting a compound represented by formula (I) and a carboxylic acid in the presence of a Group II metal compound having an ionic ligand containing an oxygen atom. A method for producing a carboxylic acid ester, the method comprising reacting a carboxylic acid anhydride produced by the aforementioned method and an alcohol. In formula (I), R1 represents a C1-20 hydrocarbon group. In formula (II), R2 represents a C1-20 hydrocarbon group.

An investigation on practical synthesis of carboxylic acid derivatives using p-toluenesulfonyl chloride

Carboxylic acid derivatives are well recognized as important class of reagents frequently used in the preparation of a variety of fine or special chemicals such as amides, esters, peptides, drugs, and dyes. Although several methods were developed for the preparation of these compounds, many of them present difficulties, including low yield, high reaction temperature, harsh reaction conditions, tedious work-up, and incompatibility with scale-up. Methods: The synthesis of carboxylic anhydrides is developed through the reaction of carboxylic acids with TsCl in the presence of K2CO3 and acetonitrile as a solvent under ultrasound irradiation and conventional conditions. In addition, one-pot synthesis of acyl azides was carried out in the presence of produced carboxylic anhydrides and the addition of sodium azide under identical condition. Results: A series of carboxylic anhydrides and acyl azides were synthesized using TsCl under ultrasound irradiation and conventional stirring with simple procedure, mild reaction conditions, high yields, and scale-up ability without any restriction. In most cases, the reaction under ultrasound irradiation was better in both yields and the reaction times compared to the conventional method. Conclusion: A convenient method has been developed for the preparation of carboxylic anhydrides and acyl azides under ultrasound irradiation and conventional stirring. The present method is practical and a highly effective alternative for previous reports. The major advantages of this method are: (i) simplicity of the procedure (ii) high yields and high purity of product (iii) scale-up capacity without considerable limitation in conventional system. Under ultrasound irradiation short reaction times as compared to conventional method are observed; yields are comparable to or better than conventional method.

A search for quantitative acylation of α-trinositol (1D-myo-inositol 1,2,6-tris(dihydrogen phosphate) pentasodium salt)

The acylation of α-trinositol is very sensitive to reaction conditions. Competing condensation reactions may give pyrophosphates and cyclic phosphates. Treatment of a tert-ammonium salt corresponding to α-trinositol with carboxylic acid anhydride and DMAP gives a good yield of the expected esters.

Cobalt(II)-Catalyzed Reaction of Aldehydes with Acetic Anhydride under an Oxygen Atmosphere: Scope and Mechanism

The reaction of aldehydes with acetic anhydride in the presence of catalytic cobalt(II) chloride under an oxygen atmosphere at ambient temperature is dependent upon the reaction medium.Aliphatic aldehydes react in acetonitrile to give 1,2-diones whereas the aromatic aldehydes are acylated to yield the corresponding acylals.On the other hand, carboxylic acids are obtained from aliphatic and aromatic aldehydes by conducting the reaction in dichloroethane or benzene.Cobalt(II) chloride in acetonitrile catalyzes the conversion of aliphatic aldehydes to the correspondinganhydrides in the absence of acetic anhydride whereas aromatic aldehydes remain largely unaffected under these conditions.A preliminary mechanistic study in three different solvents (i.e. acetonitrile, dichloroethane, and DMF) has revealed that in acetonitrile and in the presence of acetic anhydride, aliphatic aldehydes behave differently than aromatic aldehydes.Some trapping experiments using methyl acrylate and stilbene have been conducted to demonstrate the occurence of an acyl cobalt and peroxyacyl cobalt intermediate during these reactions.

Hydroxy protection groups

The present invention concerns a method for preparing unprotected hydroxy compounds or acylated derivatives thereof by conversion of silyl alkyl-protected hydroxy compounds. The invention also relates to novel intermediates useful in the method and for other purposes.