Ethanol → HCID 66803463, compound

Participants

Reaction Conditions

Reaction Steps

1M Na2CO3 (211.8 mg, 2.0175 mmol) was added to a mixture of ethanol (10 mL) and toluene (10 mL) previously degassed with argon for 30 minutes. The reaction mixture was degassed with argon for a further 20 minutes. This was followed by the addition of 7-bromo-3,4-dihydro-2H-isoquinolin-1-one (I-3e: 200 mg, 0.877191=4 (4-fluoro-phenyl)-dihydroxy-borane (245 mg, 1.7543 mmol) and Pd(PPh3)4 (20.2 mg, 0.01754 mmol). The resulting mixture was stirred at 110° C. for 5 hours. The reaction was monitored by TLC (50% ethylacetate in hexane). The reaction mixture was cooled to room temperature, filtered and the filtrate was concentrated under reduced pressure. Purification by column chromatography on silica gel (40% ethylacetate in hexane) afforded 200 mg of the product (94.7% yield).

Provenance & Evidence