Triethyl phosphite → HCID 86610184, compound

Participants

Reaction Conditions

Reaction Steps

To a 250 mL flask were added 3 (9.6 g, 20 mmol) and nickel chloride (0.52 g, 4.0 mmol). The flask was fitted with a dropping funnel and a condenser and was then lowered into an oil bath. The mixture was heated to 175° C. At approx. 165° C. triethylphosphite (15 mL, 86 mmol) was added dropwise. The mixture fizzed and became dark before turning to a dark straw color. After heating at 175° C. for 30 min a second portion of nickel chloride (0.52 g, 4.0 mmol) was added. The mixture fizzed vigorously, gave off much vapor and became dark grey-green in color. Heating was continued for 30 min and then the reaction was cooled to rt. The mixture was treated with methanol (100 mL) and filtered through a bed of celite. The methanol was evaporated in vacuo to leave an oil that was fractionally distilled on a KUGELROHR® vacuum distillation apparatus to afford 5 as a colorless liquid (4.0 g, 62%). The oil was stored under argon.

Provenance & Evidence