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35.1.1.5.7.2 Variation 2: Using Phosphoryl Chloride

DOI: 10.1055/sos-SD-035-00055

Margaretha, P.Science of Synthesis, (20073577.

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.

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