97-99-4, (Tetrahydrofuran-2-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
To a suspension of Intermediate 3 (600 mg, 2.4 mmo[) in DCM (10 mL) was added(2R)-tetrahydrofuran-2-y[methano[ (295 mg, 2.9 mmo[) and triphenyiphosphine(950 mg, 3.6 mmo[). DIAD (0.7 mL, 3.6 mmo[) was added at -10C and the resultingsolution stirred at RT for 20 hours. The reaction mixture was concentrated and theresidue dissolved in THF (10 mL) and retreated with (2R)-tetrahydrofuran-2- ylmethanol (150 mg, 1.4 mmol), triphenylphosphine (475 mg, 1.8 mmol), DIAD (0.7 mL, 3.6 mmol) and the resulting solution stirred at RT for 72 hours. The reaction mixture was concentrated under reduced pressure and the residue partitionedbetween water (20 mL) and EtOAc (20 mL). The aqueous layer was re-extracted with EtOAc (2 x 20 mL) and the combined organics dried (over MgSO4) and concentrated under reduced pressure. The crude material was purified by Biotage IsoleraTM chromatography (eluting with 12 – 100 % EtOAc in heptane on a 55 g prepacked KP-NH SiC2 column) to give 973 mg (55% yield) of the title compound.1H NMR (250MHz, CDCI3): 6 [ppm] 8.11 (t, J = 1.4 Hz, 1H), 7.76-7.67 (m, 1H), 7.66- 7.58 (m, 1H), 7.52 (d, J = 1.1 Hz, 1H), 4.37 – 4.25 (m, 1H), 4.19 – 4.04 (m, 3H), 3.93 (5, 4H), 3.91 – 3.81 (m, 2H), 3.80- 3.67 (m, 2H), 2.52 (d, J = 1.0 Hz, 3H). LCMS (Analytical Method A) Rt = 1.39, MS (ESIpos): m/z = 334.1 (M+H)+.
97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, aTetrahydrofurans compound, is more and more widely used in various.
Reference£º
Patent; EVOTEC AG; DAVENPORT, Adam James; BRAEUER, Nico; FISCHER, Oliver Martin; ROTGERI, Andrea; ROTTMANN, Antje; NEAGOE, Ioana; NAGEL, Jens; GODINHO-COELHO, Anne-Marie; (703 pag.)WO2016/91776; (2016); A1;,
Tetrahydrofuran – Wikipedia
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