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Margaretha, P., Science of Synthesis, (2007) 35, 77.
Both phosphorus pentachloride and phosphoryl chloride are now less important than in the past, but a recent example is found in the preparation of N-(2-chloroethyl)aniline hydrochloride (27) from the hydrochloride of 2-anilinoethanol (Scheme 20).[52] The yield of the desired product in this reaction (99.5%) is more than tenfold higher than when thionyl chloride (9.2%) is employed.
Meeeee 88 Meeeeeeee ee M-(8-Meeeeeeeeee)eeeeeee Meeeeeeeeeeee[88]
Meeeeee ee eeeee eeeeeeeeee eeeeeeee eeeeeeee, M,M-eeeeeeeeeeeeeeeeeeeeee eeeeeeeeee (88), eeeeee eeeeeeeeee eeee eeeeeeeeee eeeeeeee eee eeeeeeeeeeeee (Meeeee 88), ee eeeeeeeeeee ee e eeeeeeeeeeee eeeeeee.[88] Meeeeeeee ee eeeeeee eeeeeeee eeee eeeeeeee 88 ee eeeeeeeee 8,8-eeeeeeeeeeeeeee eeeeeee eee eeeeeeeeeeeee eeeeeeeeeeeee ee eeeeee eeeeeee eeeeeee 88–888%.
Meeeee 88 Meeeeeeee ee M,M-Meeeeeeeeeeeeeeeeeeeee Meeeeeeeee[88]
Meeeeeeeeeee Meeeeeeee
M-(8-Meeeeeeeeee)eeeeeee Meeeeeeeeeeee (88):[88]
MMMe8 (88 eM) eee eeeee ee 8-eeeeeeeeeeeeee eeeeeeeeeeeee (888.8 e, 8 eee) ee eee-eeee MMMe8 (888 eM). M eeeeeee eeeee eee eeee eeeee eee eee eeeeeee eee eeeeeeeee eeeeeeee eeeee, eeeee 88 eee, e eeeeeeee eee eeeeeeeee eeeeeeee (ee eeee eeeeeeeeeee 88°M) (MMMMMMM). Mee eeee eeeeeeeeeee eee eeee eeeeee ee 88–88°M eeee 88 eee eee eeeeeeee ee MMMe8 (8 × 88 eM) eeee eeeee ee 88-eee eeeeeeeee, eeeeeeee ee eee eeeeeeee ee eeeeeee MMMe8 (88 eM) eee e eeeeeee eeeeeee ee eee eeee eeeeeeeeeee ee 88°M (eeee 8 e). Mee eeeeeeeee eeeee eeee eee eeee eeeeeeeee ee ee, eee eee eeeeeee eee eeeeeee ee eeeee eeeee: (8) ee eeeeeeeeeee eeeeeeee (eeee eeeeeeeeeee 88–888°M); (8) ee 88 Meee; eee (8) ee 8.88 Meee (eeee eeeeeeeeeee 88–88°M). Meee eeeeeeeee eeeeeeee e eeeee eee (888 e), eeeee eee eeeeeeeeeee ee MMMe8 (888 eM). Mee eeeee eee eeeeee eeeee e eeeeeee eeeeeee e eeeeeee eeeeeeeeeee eee eee eeee eee eeeeee ee 8°M ee e eee/eeee eeee. Meeee MeMM (88 eM) eee eeeee (ee eeeeeeee, ee 8-eee eeeeeeeee) ee eeee eee eeeeeeeeeee eee eee eeeeee 8°M, eee eeee eee eeee eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee eeee eee eeeeeeee ee eeeeeeee ee eeeee MeMM (8 × 88 eM) ee eeeeeeeee eeeeeeeeee eee eeeeeee. Meee eeee ee eeeeee eeeee eeee ee eeeeeeeee eeeeeeee. Mee eeeeeee eee eeeeee ee e eeeeeeeeeeee eee eee eeeeeeee eeee eeeeeeeee ee eeeeeeeeee eeeee eeeeeee, eee eeee eeeee ee e eeeeee eeeeeeeeee; eeeee: 888.8 e. Mee eeeeee eeeeee eeee eeeee eee eeeeeeeeee ee eee eeeee eeee ee eeeeeeee eeeeeeee e eeeeeee 88.8 e ee eeeeeee; eeeee eeeee: 888.8 e (88.8%).
References
[52] | Meeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[53] | Mee, M. M.; Meee, M.M.; Mee, M. M., Meeeeeeeeee Meee., (8888), 888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8/8, 888.