Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1044435Generated: October 27, 2026

Carbon Dioxide → trans-3-(8-Nonen-1-yl)-4-(4-pentyn-1-yl)oxetan-2-one

https://huagongshe.com/reaction/1044435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon DioxideHCID 280—
ReactantAmmonium ChlorideHCID 25517—
ReactantHex-5-ynalHCID 9898802—
ReactantS-phenyl 10-undecenethioateHCID 12617276—
SolventTetrahydrofuranHCID 8028—
Producttrans-3-(8-Nonen-1-yl)-4-(4-pentyn-1-yl)oxetan-2-oneHCID 86656473—

Reaction Conditions

Temperature-78 °C

Reaction Steps

Thereafter the ice bath was replaced with an acetone-dry ice bath and the reaction mixture was cooled to −78° C. A solution of S-phenyl 10-undecenethioate 2 (55.3 mg, 0.20 mmol) in 250 THF was added dropwise via a syringe over 5 min. After stirring the mixture for 2 h at −78° C., a solution of 5-hexynal 1 (19.2 mg, 0.20 mmol) in 250 μL THF was added dropwise over 25 min via a syringe which was cooled externally by a rubber tube filled with dry ice. The reaction mixture was stirred for 30 min and then gradually warmed up to 0° C. within 75 min. Then 1 mL half-saturated NH4Cl solution was added.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563598B2
Source datasetuspto-grants-2013_10
ORD IDord-beaae37b5508448cad7a0f5779db7a0c
Source noteuspto-grants-2013_10