Dimethyl Sulfoxide → HCID 22941134, compound

Participants

Reaction Steps

DMSO (1.6 g, 21 mmol) was added to oxalyl chloride in CH2Cl2 (7.4 mL of 2M solution, 14.8 mmole) at -78° C. The (-)-(trans)-2-(2,3-dihydrobenzofuran-4-yl)-cyclopropylmethanol (2.0 g, 10.5 mmol) in CH2Cl2 (15 mL) was added. The mixture was stirred for 20 min and then triethylamine (4.24 g, 42 mmol) was added. The mixture was warmed to room temperature and stirred for 30 min. The mixture was diluted with CH2Cl2 and washed with water, 1N HCl), and then 1N NaOH. The organic layer was dried and concentrated in vacuo to give the aldehyde product (1.98 g, 100%).

Provenance & Evidence