Hydrochloric Acid → HCID 86646140, compound

Participants

Reaction Conditions

Reaction Steps

Dimethyl sulfoxide (4.82 mL, 67.9 mmol) was added dropwise over 15 minutes to a dichloromethane (75 mL) solution of oxalic acid chloride (4.47 g, 35.2 mmol) cooled to −78° C., and the mixture was then stirred at −78° C. for 30 minutes. Subsequently, a dichloromethane (20 mL) solution of 2-cyclopentylpent-4-en-1-ol (3.50 g, 22.7 mmol) was added dropwise thereto over 15 minutes, and the mixture was stirred at −78° C. for 45 minutes. Triethylamine (16.11 g, 159.3 mmol) was added dropwise thereto over 5 minutes, and the mixture was then stirred at room temperature for 2 hours. The mixture was neutralized with 1 N hydrochloric acid (160 mL). The organic layer was dried over anhydrous magnesium sulfate. Then, the solvent was distilled off under reduced pressure to obtain a yellow oil substance as a mixture containing the compound of interest. This compound was used in the next reaction without being further purified.

Provenance & Evidence