Acetonitrile → HCID 178455791, compound

Participants

Reaction Steps

K2CO3 (3.4 g, 24.7 mmol) was added to a solution of p-toluenesulfonyl azide (1.97 g, 9.9 mmol) and dimethyl (2-oxo-propyl)phosphonate (1.73 g, 9.9 mmol) in MeCN (110 mL) at rt. The mixture was stirred at rt for 2 h before addition of a solution of intermediate 5.iii (1.2 g, 7 mmol) in MeOH (15.5 mL). The mixture was stirred at rt overnight, concentrated in vacuo and partitioned between DCM and water. The organic phase was dried over MgSO4 and concentrated. The residue was purified by chromatography over SiO2 (Hex/EA 4:1) to give the title alkyne (0.45 g, 38% yield) as a colourless oil.

Provenance & Evidence