Downstream synthetic route of 137052-08-5

137052-08-5 1-(Tetrahydro-2H-pyran-4-yl)ethanone 9877365, aTetrahydropyrans compound, is more and more widely used in various fields.

137052-08-5, 1-(Tetrahydro-2H-pyran-4-yl)ethanone is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: General Procedure: All catalytic hydrogenation experiments using molecular hydrogen were carried out in a Parr Instruments autoclave (300 mL) advanced with an internal alloy plate include up to 8 uniform reaction vials (4 mL) equipped with a cap and needle penetrating the septum. Representative experiment: Under an argon atmosphere, a vial was charged with Manganese Complex of example 2.1 and base which were dissolved in 2 mL of dried solvent. The resulting red solution was stirred briefly before the ketone or ketoester (0.5 or 1 mmol) was added. The vial was placed in the alloy plate which was then placed into the autoclave. Once sealed, the autoclave was purged 5 times with hydrogen, then pressurized to 30 bar and heated to desired temperature. Afterwards, the autoclave was cooled to RT, depressurized, and the reaction mixture was analyzed by GC-FID or HPLC as well as GC-MS. Product isolation was performed via column chromatography using silica gel as stationary phase and w-pentane / ethylacetate or w-pentane / acetone mixture as eluent. Individual reaction conditions: [a] 2 mol cat., 5 mol NaOiBu, 0.5 mmol substrate, 30 bar, 3h, 50 C, EtOH (1,5 mL) [b] 2 mol cat., 5 mol NaOiBu, 0.5 mmol substrate, 30 bar, 3h, 70 C, EtOH (1,5 mL) [c] 2 mol% cat., 5 mol% NaOiBu, 0.5 mmol substrate, 30 bar, 3h, 50 C, toluene (1,5 mL) [d] 2 mol% cat., 5 mol% NaOiBu, 0.5 mmol substrate, 30 bar, 3h, 50 C, z’PrOH (1,5 mL) [e] 2 mol% cat., 5 mol% NaOiBu, 0.5 mmol substrate, 30 bar, 3h, 50 C, /PrOH (1,5 mL) [f] 1 mol% cat., 5 mol% KOiBu, 0.5 mmol substrate, 30 bar, 4-5h, 40 C, tert-amyl alcohol (1,5 mL) [g] 1 mol% cat., 5 mol% KOiBu, 0.5 mmol substrate, 30 bar, 16h, 50 C, toluene (1,5 mL) [h] 2 mol% cat., 5 mol% KOiBu, 0.5 mmol substrate, 30 bar, 8h, 100 C, dioxan (1,5 mL) [i] 1 mol% cat., 5 mol% KOiBu, 1 mmol substrate, 30 bar, 4h, 30 C, 1,4-dioxane (2 mL) [j] 1 mol% cat., 5 mol% KOiBu, 1 mmol substrate, 30 bar, 4h, 40 C, tert-amyl alcohol (2 mL) [k] 1 mol% cat., 5 mol% KOiBu, 1 mmol substrate, 30 bar, 4h, 80 C, tert-amyl alcohol (2 mL) [1] 2 mol% cat., 5 mol% KOiBu, 1 mmol substrate, 30 bar, 4h, 50 C, toluene (2 mL) [m] 2 mol% cat., 5 mol% KOiBu, 1 mmol substrate, 30 bar, 4h, 80 C, tert-amyl alcohol(2 mL) [n] 2 mol% cat., 5 mol% NaOiBu, 0.5 mmol substrate, 30 bar, 3h, 70 C, PrOH (1,5 mL) [o] 2 mol% cat., 5 mol% NaOiBu, 0.5 mmol substrate, 30 bar, lh, 50 C, /PrOH (1 mL) SP = side product (Hydrogenation of double bond) Table 1:, 137052-08-5

137052-08-5 1-(Tetrahydro-2H-pyran-4-yl)ethanone 9877365, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BACHMANN, Stephan; BELLER, Matthias; GARBE, Marcel; JUNGE, Kathrin; SCALONE, Michelangelo; (41 pag.)WO2018/189060; (2018); A1;,
Tetrahydropyran – Wikipedia
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