Rearrangements of α-Propylcrotyl Chloride and α-Propylcrotyl Phenyl

which case C would be admixed with G. The R-groups in the -alkylcrotyl compounds of Hurd and Cohen were methyl, ethyl and propyl. It was decided to st...
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CHARLESD. HURDAND JONATHAN W. WILLIAMS

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[CONTRIBUTIONFROM TEE CHEbfICAL LABORATORY O F NORTEWESTERN UNIVERSITY]

Rearrangements of a-Propylcrotyl Chloride and a-Propylcrotyl Phenyl Ether BY CHARLESD. HURDAND JONATHAN W. WILLIAMS The rearrangement of several a-alkylcrotyl phenyl ethers was studied by Hurd and Cohen.' The ethers were synthesized from crotonaldehyde by the following series of steps.

._ -

PCll CH&H=CHCHR 4 hvdrolvsis I OH A PhOH CHaCH=CHCHClR 4 CHsCH=CHCHR I OPh B C

CHaCH=CHCHO

RMgX

~

Rearrangement of (C) by heating a t 230' yielded the phenol (D), CsH4