Welcome to chemicalbook!
Chinese English Japanese Germany Korea
400-158-6606
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List 3,4-dihydro-2H-1,4-benzoxazin-6-ol

3,4-dihydro-2H-1,4-benzoxazin-6-ol synthesis

9synthesis methods
-

Yield:26021-57-8 100%

Reaction Conditions:

with borane-THF in tetrahydrofuran at 0 - 20;

Steps:

d
Compound 48 (0.39 g, 2.35 mmol) was dissolved in THF and IM BH3-THF (7.05 ml, 7.05 mmol) was added to the reaction mixture at 0 0C slowly over a time of 5 min. After the addition the reaction mixture was warmed to the room temperature and left overnight. Excess borane was destroyed by careful addition of methanol. The solvent was removed and the crude reaction mixture was extracted in EtOAc to give an oily pure compound in quantitative yield (0.34 g.). 1H NMR(dmso-d6): 8.48 (s, IH), 6.37 (d, IH, J=8.47 Hz), 5.96 (d, IH, J=2.75 Hz), 5.82 (dd, IH, J=8.44, 2.76 Hz), 3.97 (t, 2H, J=4.38 Hz), 3.18 (t, 2H, J=4.31 Hz). 13C NMR (dmso-d6): 152.2, 136.6, 135.8, 116.7, 103.8, 102.0, 65.0, 47.2. ES- HRMS [M+H]+ 152.0711. Calcd for (C8Hi0NO2): 152.0711

References:

UNIVERSITY OF MASSACHUSETTS WO2009/36351, 2009, A2 Location in patent:Page/Page column 21; 22/24

FullText

3,4-dihydro-2H-1,4-benzoxazin-6-ol Related Search: