Cyclohexaneacetic acid, 4-[4-(chlorocarbonyl)phenyl]-, ethyl ester, trans- synthesis

4synthesis methods

Product Name:Cyclohexaneacetic acid, 4-[4-(chlorocarbonyl)phenyl]-, ethyl ester, trans-
CAS Number:1031336-68-1
Molecular formula:C17H21ClO3
Molecular Weight:308.8

79-37-8
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Cyclohexaneacetic acid, 4-phenyl-, ethyl ester, trans-

1031336-66-9
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Cyclohexaneacetic acid, 4-[4-(chlorocarbonyl)phenyl]-, ethyl ester, trans-

1031336-68-1
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Yield:1031336-68-1 79%

Reaction Conditions:

Stage #1: oxalyl dichloride;trans-ethyl 2-4-((4-(hydroxymethyl)phenyl)cyclohexyl)acetatewith aluminum (III) chloride in n-heptane;dichloromethane at -5 - 10; for 0.75 h;Inert atmosphere;
Stage #2: with calcium chloride in n-heptane;dichloromethane;water at -5 - 20; for 0.5 h;Inert atmosphere;

References:

Yeh, Vince S. C.;Beno, David W. A.;Brodjian, Sevan;Brune, Michael E.;Cullen, Steven C.;Dayton, Brian D.;Dhaon, Madhup K.;Falls, Hugh D.;Gao, Ju;Grihalde, Nelson;Hajduk, Philip;Hansen, T. Matthew;Judd, Andrew S.;King, Andrew J.;Klix, Russel C.;Larson, Kelly J.;Lau, Yau Y.;Marsh, Kennan C.;Mittelstadt, Scott W.;Plata, Dan;Rozema, Michael J.;Segreti, Jason A.;Stoner, Eric J.;Voorbach, Martin J.;Wang, Xiaojun;Xin, Xili;Zhao, Gang;Collins, Christine A.;Cox, Bryan F.;Reilly, Regina M.;Kym, Philip R.;Souers, Andrew J. [Journal of Medicinal Chemistry,2012,vol. 55,# 4,p. 1751 - 1757] Location in patent:experimental part

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References

411238-92-1 Synthesis

4-PHENYL-CYCLOHEXANEACETIC ACID ETHYL ESTER

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References

2-(4-PHENYLCYCLOHEXYLIDENE)-ACETIC ACID ETHYL ESTER

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References