1-Ethynylcyclohexanol

Chemical compound 1-ethynylcyclohexan-1-ol 1-Ethynylcyclohexanol.svg skin-invert-image 120px correct CAS correct FDA 6RV04025EH 78-27-3 6525 6277 394631 8 12 1 C#CC1(CCCCC1)O 1S/C8H12O/c1-2-8(9)6-4-3-5-7-8/h1,9H,3-7H2 QYLFHLNFIHBCPR-UHFFFAOYSA-N 30-33 1-Ethynylcyclohexanol (ECX) is an alkynyl alcohol derivative which is both a synthetic precursor to, and active metabolite of, the hypnotic/soporific drug, ethinamate, and has similar sedative, anticonvulsant and muscle relaxant effects.May 2026May 2026 It has been sold as a designer drug, first being identified in the UK in March 2012. Levina RY, Vinogradova EU Action of sodium acetylide on cyclic ketones. I. Synthesis of 1-ethynylcyclohexanol. Zhurnal Prikladnoi Khimii Sankt-Peterburg, Russian Federation 1936 9 1299–1302 0044-4618 Verkruijsse HD, Graaf WD, Brandsma L An efficient and quick laboratory scale method for the ethynylation of some aliphatic and cycloaliphatic carbonyl compounds. Synthetic Communications February 1988 18 2 131–4 10.1080/00397918808077336 Nazarov IN, Kotlyarevskii IL, Ryabchenko VF Acetylene derivatives. CLX. Condensation of aldehydes and ketones with acetylene under pressure. New method of synthesis of acetylenic alcohols. Zhurnal Obshchei Khimii 1953 23 1900–1904 0044-460X https://www.emcdda.europa.eu/system/files/publications/734/EMCDDA-Europol_2012_Annual_Report_final_439477.pdf Europol 2012 Annual Report on the implementation of Council Decision 2005/387/JHA (New drugs in Europe, 2012) EMCDDA Lisbon May 2013 Preparation center|frameless|360x360px|Synthesis of 1-ethynylcyclohexanol from cyclohexanone. 1-Ethynylcyclohexanol can be prepared from cyclohexanone by reacting it with sodium acetylide in liquid ammonia, followed by an acidic work-up. Saunders JH, Schreiber RS, Jenner EL 1949 1-ETHYNYLCYCLOHEXANOL http://orgsyn.org/demo.aspx?prep=CV3P0416 Organic Syntheses 29 47 10.15227/orgsyn.029.0047 free subscription Acetylene also directly reacts with cyclohexanone under basic conditions in liquid ammonia. The base, which is usually sodium hydroxide or potassium hydroxide, deprotonates the acetylene, which then attacks the carbonyl group. The resulting alkoxide is then converted to the alcohol by the proton that was removed from the acetylene.Verfahren zur herstellung von acetylenalkoholen Google Patents 2003-07-23 https://patents.google.com/patent/WO2004018399A1/de 2025-11-09 center|frameless|360x360px|Industrial synthesis of 1-ethynylcyclohexanol See also 1,6-Dioxecane-2,7-dione 2-Methyl-2-butanol 2-Methyl-2-pentanol 3-Methyl-3-pentanol Clocental Ethchlorvynol Methylpentynol Prenderol References Category:Cyclohexanols Category:Muscle relaxants Category:Ethynyl compounds Category:Tertiary alcohols Category:Designer drugs