Phosphorus oxychloride → HCID 131715153, compound

Participants

Reaction Steps

A stirred suspension of the product of Stage (b) (633 mg) in methanol (5 ml) and ether (5 ml) was treated dropwise with phosphorous oxychloride (250 μl) with ice-bath cooling. After 90 mins the ice-bath was removed and stirring continued for 40 mins at room temperature. The solution was concentrated and added to vigorously stirred ether (75 ml). The precipitated solid was collected by filtration, washed thoroughly with ether and dried in vacuo to give the title compound as a solid (442 mg); νmax (Nujol) 2600 (NH3+), 2200 (C≡C), 1783 cm-1 (β-lactam); τ(DMSO-d6) values include 2.93 (CH=CH--C≡C), 3.74 (--CH=CH--C≡C), 4.66, 4.78 (6H,7H), 7.60 (--C≡C--CH2 --).

Provenance & Evidence