- Preparation of Acetone cyanohydrin
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cyanohydrin (CAS no.: ), which is also known as Isobutyronitrile, α-hydroxy-, could be produced through the following synthetic routes.
In a 5-l. three-necked, round-bottomed flask fitted with an efficient stirrer, a separatory funnel, and a thermometer in a well is placed a solution of 500 g. (9.7 moles) of powdered 95 per cent sodium cyanide in 1.2 l. of water and 900 cc. (713 g., 12.3 moles) of acetone. The flask is surrounded by an ice bath, and the solution is stirred vigorously. When the temperature falls to 15°, 2.1 l. (8.5 moles) of 40 per cent sulfuric acid is added over a period of three hours, the temperature being kept between 10° and 20°. After all the acid has been added the stirring is continued for fifteen minutes and then the flask is set aside for the salt to settle. Usually a layer of acetone cyanohydrin forms and is decanted and separated from the aqueous layer. The sodium bisulfate is removed by filtration and washed with three 50-cc. portions of acetone. The combined filtrate and acetone washings are added to the aqueous solution, which is then extracted three times with 250-cc. portions of ether. The extracts are combined with the cyanohydrin previously separated and dried with anhydrous sodium sulfate. The ether and acetone are removed by distillation from a water bath, and the residue is distilled under reduced pressure. The low-boiling portion is discarded, and acetone cyanohydrin is collected at 78–82°/15 mm. The yield is 640–650 g. (77–78 per cent of the theoretical amount).
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