Triethylamine → HCID 13272679, compound

Reaction equation

[OH:1][CH2:2][C@@H:3]1[CH2:6][CH2:5][C@H:4]1[CH2:7][OH:8].C(N(CC)CC)C.[CH3:16][S:17](Cl)(=[O:19])=[O:18]>C(Cl)(Cl)Cl>[CH3:16][S:17]([O:1][CH2:2][C@@H:3]1[CH2:6][CH2:5][C@H:4]1[CH2:7][O:8][S:17]([CH3:16])(=[O:19])=[O:18])(=[O:19])=[O:18]

Participants

Procedure

To a solution of the compound (18) (8.50 g; 0.0733 mol) and triethylamine (22.20 g; 0.22 mol) in chloroform (100 ml), methanesulfonyl chloride (16.79 g; 0.147 mol) is dropwise added under ice-cooling, and the resultant mixture is stirred for 7 hours at room temperature. The reaction mixture is washed with water, dried and concentrated under reduced pressure to give trans-1,2-bis(methanesulfonyloxymethyl)cyclobutane (19) (18.50 g). m.p., 60° to 62° C. (crystallized from ether).