反应详情

To a stirred solution of 5-phenyl-2-pentanol (482 g.; 2.94 moles) in tetrahydrofuran (2250 ml.) at 0° C. was added methanesulfonyl chloride (300 ml.) at such a rate that the internal temperature does not rise above 10° C. (total addition time 4.5 hours). After addition is complete, the reaction mixture was allowed to warm to room temperature and stirring was continued for an additional hour. The reaction mixture was filtered and the supernate concentrated to a light yellow oil (2800 g.) which was dissolved in chloroform (2 liters) and washed with water (4×1 liter), brine (1×1 liter), charcoal treated (50 g.), dried (MgSO4), filtered through diatomaceous earth and concentrated to a light orange oil (687 g., 95% yield). This material was suitable for use without further purification.

1. customdoes not rise above 10° C.
2. addition(total addition time 4.5 hours)
3. additionAfter addition
4. waitwas continued for an additional hour
5. filtrationThe reaction mixture was filtered
6. concentrationthe supernate concentrated to a light yellow oil (2800 g.) which
7. dissolutionwas dissolved in chloroform (2 liters)
8. washwashed with water (4×1 liter), brine (1×1 liter), charcoal
9. additiontreated (50 g.)
10. dry with materialdried (MgSO4)
11. filtrationfiltered through diatomaceous earth
12. concentrationconcentrated to a light orange oil (687 g., 95% yield)
13. customThis material was suitable for use without further purification