1-ETHYNYL-1-CYCLOHEPTANOL synthesis
- Product Name:1-ETHYNYL-1-CYCLOHEPTANOL
- CAS Number:2809-78-1
- Molecular formula:C9H14O
- Molecular Weight:138.21
Yield: 68%
Reaction Conditions:
Stage #1:trimethylsilylacetylene;cycloheptanone with tetrabutyl ammonium fluoride in tetrahydrofuran at 0 - 20;Inert atmosphere;
Stage #2: with methanol;potassium fluoride at 20; for 72 h;
Steps:
Generalprocedure for the synthesis of 1-ethynylalkanols 1b-e.
General procedure: To a mixture of the ketone (3.0 mmol) and TBAF(0.1 equiv.) in 5 ml of dry THF, trimethylsilylacetylene (2.0 equiv.) was added dropwise at 0 oC under a nitrogen atmosphere. The reaction mixture was gradually warmed to room temperature and stirred for 4-5 h. After disappearance of the ketone (monitored by TLC), KF (5.0 equiv.) in MeOH (3 ml) was added to the reaction mixture with stirring. After 3 days at room temperature, the reaction mixture was concentrated, and after aqueous work up it was purified by column chromatography using silica gel.
References:
Nandi, Ganesh C.;Rathman, Benjamin M.;Laali, Kenneth K. [Tetrahedron Letters,2013,vol. 54,# 46,p. 6258 - 6263] Location in patent:supporting information
4301-14-8
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$55.20/100ml
502-42-1
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$10.00/1g
2809-78-1
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502-42-1
211 suppliers
$10.00/1g
2809-78-1
15 suppliers
inquiry
