反应详情

A solution of 1-(diphenylmethyl)-3-(hydroxymethyl) azetidine (1 g, 3.9 mmol) [prepared by reduction of 1-(diphenylmethyl)azetidine-3-carboxylic acid (CAS No.: 36476-87-6) using LiAlH4 in refluxing THF] and Et3N (0.71 mL, 5.1 mmol) in THF (30 mL) was treated with methanesulfonyl chloride (0.36 mL, 4.7 mmol) and stirred for 2 h at room temperature. The precipitate was removed by filtration and washed with THF. The liquors were evaporated and the residue partitioned between water and DCM. The DCM layer was separated and the aqueous re-extracted. The combined organics were washed with brine, dried (Na2SO4), filtered and evaporated. The residue was triturated with isohexane, the solid then isolated by filtration and dried to give the title compound as an orange solid (1.1 g, 84%). m/z (ES+) 332 (M+H)+.

1. customThe precipitate was removed by filtration
2. washwashed with THF
3. customThe liquors were evaporated
4. customthe residue partitioned between water and DCM
5. customThe DCM layer was separated
6. washThe combined organics were washed with brine
7. dry with materialdried (Na2SO4)
8. filtrationfiltered
9. customevaporated
10. customThe residue was triturated with isohexane
11. customthe solid then isolated by filtration
12. customdried