1947
DOI: 10.1021/ja01200a017
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The Use of Liquid Phase Oxidation for the Preparation of Nuclearly Substituted Styrenes. III. p-Vinylbenzyl Acetate

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1949
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Cited by 19 publications
(4 citation statements)
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“…isophorone(58)102-105 (eq 12) obtained from 138 through a deconjugation step which has been extensively studied.102'104'279 …”
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confidence: 99%
“…isophorone(58)102-105 (eq 12) obtained from 138 through a deconjugation step which has been extensively studied.102'104'279 …”
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confidence: 99%
“…: 3,4dichloro-(85 per cent yield) (124), p-acetoxy-(90 per cent yield) (2), and p-cyano-(76 per cent yield) (138). In the case of p-acetoxymethylene-a-phenethyl acetate a silica catalyst was used and steam was used as a carrier to prevent the tube from clogging (46). The yield was 72 per cent.…”
Section: Pyrolysis Of Esters and Ethersmentioning
confidence: 99%
“…A substrate with a p -phenyl group and one with a p -chloromethyl group gave 2e and 2f , respectively, in nearly identical yields, suggesting this reaction is minimally sensitive to substrate electronics. Notably, the chloromethyl group of 2f was stable to the excess ethoxide, despite the propensity of benzylic chloride toward nucleophilic substitution. Sterics, however, can play a role, as evidenced by the lower yields of ortho -substituted examples 2g and 2h relative to their para -substituted counterparts. 2-Methoxy 2g was formed in only 7% lower yield than 4-methoxy 2b by 19 F NMR.…”
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confidence: 99%