A tosylbenzyl isocyanide

C. a-Tosylbenzyl isocyanide (3) (Note 9). A 1-L, three-necked, round-bottomed flask fitted with an overhead stirrer, a 100-mL addition funnel and a temperature probe is charged with 200 mL of tetrahydrofuran (THF) (Note 10) and 27.6 g (94.8 mmol) of N-(a-tosylbenzyl)formamide (2). Phosphorus oxychloride (17.7 mL, 190 mmol) (Notes... 

The present procedure provides ready access to a variety of substituted TosMIC reagents, exemplified by a-tosylbenzyl isocyanide (3), by dehydration of the... 

Typical procedure. a-Tosylbenzyl isocyanide 1616 [1205] A 1-L, three-necked, round-... 

The residue was diluted with 1-propanol (140 mL) and this solution was concentrated on a rotary evaporator to half of its original volume. The residue was cooled to 5-10 °C for 30 min and the beige solid that crystallized was collected by filtration through a Buchner funnel. The filter cake was rinsed with 1-propanol (2 X 75 mL). The beige solid was dried in vacuo for 3-4 h to give 18.1-19.7 g (70-76%) of a-tosylbenzyl isocyanide 1616. 

---