Sodium Thiosulfate → HCID 86650637, Verbindung

Temperatur

0 °C

1-(Allyloxy)-2-methylpropan-2-ol (1.50 g, 11.5 mmol) was dissolved in DCM (50 mL) and cooled to 0° C. mCPBA (77%> max, 9.94 g) was added. The suspension was stirred at 0° C. for 6.5 hr. and then saturated NaHCO3 solution (˜20 ml) and Na2S2O3 solution (˜20 ml) were added. The resulting mixture was stirred at 0° C. for 15 min and the two layers were separated. The aqueous layer was extracted twice with DCM. The organic layers were combined, dried over Na2SO4 and concentrated. The resulting residue was purified on a silica gel column (heptane:EtOAc 1:0 to 1:2) to give the product as a colorless oil (620 mg, 37%). 1H NMR (400 MHz, CDCl3) δ ppm 3.64 (1H, ddd, J= 12.0, 5.2, 2.8 Hz), 3.24-3.29 (1H, m), 3.17-3.21 (1H, m), 3.11-3.14 (1H, m), 2.97-3.00 (1H, m), 2.88 (1H, br s), 2.60-2.64 (1H, m), 2.44-2.47 (1H, m), 1.02 (6H, s).

1. additionwas added
2. stirringThe resulting mixture was stirred at 0° C. for 15 min
3. customthe two layers were separated
4. extractionThe aqueous layer was extracted twice with DCM
5. dry with materialdried over Na2SO4
6. concentrationconcentrated
7. customThe resulting residue was purified on a silica gel column (heptane:EtOAc 1:0 to 1:2)

ORD-Eintrag

ord-a508354bf4a442738bfc55b32c35dc7d

Quelldatensatz

uspto-grants-2013_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08415381B2