Boron trifluoride-acetic acid complex

A solution of 3 g of the nitrile, water (5 moles per mole of nitrile), and 20 g of boron trifluoride-acetic acid complex is heated (mantle or oil bath) at 115-120° for 10 minutes. The solution is cooled in an ice bath with stirring and is carefully made alkaline by the slow addition of 6 A sodium hydroxide (about 100 ml). The mixture is then extracted three times with 100-ml portions of 1 1 ether-ethyl acetate, the extracts are dried over anhydrous sodium sulfate, and the solvent is evaporated on a rotary evaporator to yield the desired amide. The product may be recrystallized from water or aqueous methanol. Examples are given in Table 7.1. 

Boron trifluoride-acetic acid complex Harshaw Chemical Co., Allied Chemical Co. 1,5-Cyclooctadiene A, MCB Sulfur dichloride MCB Boron trifluoride etherate EK, MCB Mercuric acetate MCB Norbornene MCB Calcium carbide MCB Pinacol EK, MCB... 

IA solution of the allylsilane (2 mmol) in chloroform (2 ml) was added all at lonce to boron trifluoride-acetic acid complex (2.2 mmol) with vigorous Ishaking until a single phase resulted. After 5 min, the solution was poured linto saturated sodium hydrogen carbonate solution (10ml) and extracted... 

Reaction of isothiocyanates with resorcinol derivatives in the presence of boron trifluoride-acetic acid complex for overnight at 0-5 °C affords the corresponding thioamides.25... 

Ring cleavage of the bicyclic dihydro-oxazolo [3,4-c]oxazol-3-one 111 derived from D-serine was realized by action of boron trifluoride-acetic acid complex leading to the oxazolidinone 112, a useful building block for the synthesis of... 

Boron Trifluoride-Acetic Acid Complexes. BF3.CH3COOH... 

A mixture of 28.6 g. (0.25 mole) of 2-heptanone (Note 1), 51.0 g. (0.50 mole) of acetic anhydride (Note 2), and 1.9 g. (0.01 mole) of p-toluenesulfonic acid monohydrate (Note 3) contained in a stoppered 500-ml. round-bottomed flask equipped with a magnetic stirrer is stirred at room temperature for 30 minutes. Then 55 g. (0.43 mole) of the solid 1 1 boron trifluoride-acetic acid complex (Note 4) is added some heat is evolved during this addition. The resulting amber-colored solution is stirred in the stoppered flask at room temperature for 16-20 hours (Note 5), and then a solution of 136 g. (1.00 mole) of sodium acetate trihydrate (Note 6) in 250 ml. of water is added. After the flask has been fitted with a reflux condenser, the reaction mixture is heated at reflux for 3 hours and then cooled,... 

The submitters employed 75 g. (0.5 mole) of the liquid 1 2 boron trifluoride-acetic acid complex obtained from Harshaw Chemical Company. Since the checkers were unable to obtain this complex from a commercial source, they prepared the solid 1 1 complex following published directions.3 4 A 2-1. threenecked flask is fitted with a mechanical stirrer, a gas outlet tube, and a gas inlet tube extending to the bottom of the flask. A solution of 230 ml. of acetic acid in 750 ml. of 1,2-dichloro-ethane is added to the flask and a stream of boron trifluoride gas is passed through the reaction flask while the solution is stirred and cooled with an ice bath. After approximately 1 hour, when the mixture is saturated, the addition of boron trifluoride is stopped and the insoluble 1 1 boron trifluoride-acetic acid complex is rapidly collected on a filter, washed with 200 ml. of... 

BMG750 CAS 7578-36-1 HR 3 BORON TRIFLUORIDE-ACETIC ACID COMPLEX... 

Dienes can be obtained from silylallenes by protodesilylation using boron trifluoride-acetic acid complex (equation 29). Since silylallenes can be obtained by the reaction of propargyl acetate with cuprous reagent derived from chloromethyltrimethylsilane, this reaction sequence constitutes conversion of propargylic acetate to butadiene through one carbon homologation. 

Scheme 59 Acetylation with acetic anhydride and boron trifluoride-acetic acid complex...

Boron trifluoride is available commercially in cylinders, e.g., from the Imperial Smelting Corporation Ltd., 37 Dover Street, London, W. 1, and from Matheson Company Inc., East Rutherford, N. J., U.S.A. It is advantageous to bubble the gas through 95 per cent, sulphuric acid. Boron trifluoride acetic acid complex, largely BF,.2CH,COOH, containing about 40 per cent. BF is obtainable from Imperial Smelting Corporation Ltd. 

Clayton and Eastham found that in 1,2-dichloroethane at 20°C, the rate of boron trifluoride-acetic acid-catalyzed isomerization of 1-butene to cis- and trans-l-huients is proportional to the concentration of both free boron trifluoride and of boron trifluoride-acetic acid complex. The kinetic results are evidence for pre-equilibrium formation of an adduct between the butene and the boron trifluoride-acetic acid complex. 

A complex is a compound formed when a metal ion shares an available electron and bonds with nonmetallic ions or an organic molecule. An example is the boron trifluoride acetic acid complex in which boron trifluoride and acetic acid are joined by the boron (a metal) and the oxygen in the acetic acid s hydroxyl group (-OH). 

Preparation by reaction of boron trifluoride-acetic acid complex with the pyrogallol 2-methyl ether at 100° (79-85%) [2403,2818]. 

Obtained by reaction of acetic anhydride with 4,6-dimethyl-resorcinol in the presence of 45% solution of boron trifluoride etherate at r.t. (15%) [2213] or boron trifluoride-acetic acid complex for 2 h at 100° [2997],... 

Preparation by reaction of phloroglucinol dimethyl ether with boron trifluoride-acetic acid complex at 100° (40%) [2242],... 

Preparation by treatment of 2-fluoro-l,3-dinie-thoxybenzene with boron trifluoride-acetic acid complex at 80 for 4 h (98%) [4122]. 

COCH3 - by using boron trifluoride-acetic acid complex at... 

---