An efficient and green protocol for the preparation of cycloalkanols: a practical synthesis of venlafaxine

…, L Sivadasan, K Balakrishnan, T Ravindranathan…

Index: Chavan, Subhash P.; Khobragade, Dushant A.; Kamat, Subhash K.; Sivadasan, Latha; Balakrishnan, Kamalam; Ravindranathan; Gurjar, Mukund K.; Kalkote, Uttam R. Tetrahedron Letters, 2004 , vol. 45, # 39 p. 7291 - 7295

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Citation Number: 18

Abstract

Venlafaxine [1] and [2] 1 is a new generation antidepression drug, quite different from other antidepressants having a unique structure and morphological effects. The earlier patented methods for its synthesis involve the use of strong bases such as n-BuLi, [3] and [4] LDA, 5 NaOMe, NaOEt, NaNH 2 , NaH, 6 etc., for coupling p-methoxyphenylacetonitrile 2 with cyclohexanone 3 under anhydrous conditions, at −78 °C, to give the 1-[cyano(4-methoxyphenyl)methyl]cycloalkanol 4. The ...