Tetrahedron Letters

Synthesis of 3-carbomethoxy-3, 4-dialkylcyclohexanones

WM Grootaert, R Mijngheer, PJ De Clercq

Index: Grootaert, Werner M.; Mijngheer, Roelant; De Clercq, Pierre J. Tetrahedron Letters, 1982 , vol. 23, # 32 p. 3287 - 3290

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Citation Number: 4

Abstract

Austr. J. Chem., 25 (1972), p. 1329 The addition of Na to the reaction mixture should be performed rapidly in order to prevent overreduction to 3-methoxycyclohex-2-en-1-carboxylic acid. On larger scales (eg, 50 g acid), where rapid addition at −33°C becomes hazardous, Na is added to the liq NH 3 sln. at −78°C and, after addition, the sln. is stirred for 3 h at −33°C. ... The ester obtained in this was is crystalline (mp 7°C) at low temperature : unless purified by chromatography ...