Tetrahydrofuran → Isoquinoline-3-carboxaldehyde

Participants

Reaction Conditions

Reaction Steps

In 5 mL dry tetrahydrofuran 0.11 g (0.52 mmol) of isoquinoline-3-carboxylic acid methoxy-methyl-amide was dissolved, and cooled down to −78° C. under the atmosphere of nitrogen. 0.57 mL of 1M diisobutylaluminum hydride solution in heptane was added slowly. After the addition was complete, the solution was allowed to warm up to 0° C. over 2 hours and was quenched with ethyl acetate, and water was added, and extracted with dichloromethane. The organic solution was dried with anhydrous magnesium sulfate and evaporated in vacuum to give 60 mg of the crude aldehyde, which was used in the following steps without purification. LC-MSD, m/z for C10H7NO [M+H]+: 158.3.

Provenance & Evidence