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Hoch-Campbell ethylenimine synthesis

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In organic chemistry the Hoch-Campbell ethylenimine synthesis is a method for constructing ethyleneimines from oximes. The oxime is treated with Grignard reagents:[1][2][3][4]

Hoch-Campbell Ethylenimine Synthesis
Hoch-Campbell Ethylenimine Synthesis

The above product is called 3-methyl-2,2-diphenylaziridine [7764-13-8]. Campbell describes a compound that is called 2-amino-1,1-diphenylpropan-1-ol [57728-35-5]. This is an open-chain analog of pipradrol. 99% of the theoretical yield can be achieved by Grignard addition of two equivalents of phenylmagnesium bromide to alanine ethyl ester. This compound has remarkable similarity to Diphepanol & Hexapradol.

N.B. Joseph Hoch was the first chemist to invent diphenylacetonitrile.

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