Phenyl /3-chloroethyl ketone

SYNS KETONE, m-(BIS(2-CHLOROETHYL)AMINO)PHENYL PIPERIDINO PIPERIDINE, l-(m-(BIS(2-CHLOROETHYL)-AMINO)BENZOYL)-... 

Treatment of the epoxy sulfones obtained thus with MgBr2 produces a-bromo ketones or a-bromo al-dehyde. This conversion can be applied to stereoselective preparations of a-bromo methyl ketones from cyclohexanone derivatives. Thus, treatment of 17-P-hydroxy-5-a-androstan-3-one (134) with 1-chloroethyl phenyl sulfone provides an epoxy sulfone (135), which is cleaved by MgBr2 to give a 99 1 mixture of 3-acetyl-3-bromoandrostanes (136 and 137 equation 33), whereas similar treatment of 17-p-hydroxy-5-B-androstan-3-one (138) gives a 4 96 mixture of 3-acetyl-3-bromoandrostanes (139 and 140 equation 34). These facts may reflect the steric course of the initial attack of the a-sulfonyl carbanion on the carbonyl face. 

Chloro-1-phenyl-1-propanone 2-Chloroethyl phenyl ketone CgHgCIO 936-69-4 168.619 11 (eth), cry (al, peth) 49.6 113" ... 

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