4-(4-morpholinylmethyl)phenol synthesis
- Product Name:4-(4-morpholinylmethyl)phenol
- CAS Number:80166-01-4
- Molecular formula:C11H15NO2
- Molecular Weight:193.2423
Yield:80166-01-4 100%
Reaction Conditions:
with sodium tris(acetoxy)borohydride in dichloromethane at 20; for 24 h;
Steps:
I
A solution of 4-hydroxybenzaldehyde (1 g, 8 2 mmol), morpholine (1 mL, 11 5 mmol) and NaBH(OAc)3 (3 5 g, 16 4 mmol) in CH2CI2 (20 mL) was stirred at RT for 24 h The reaction mixture was washed with sat'd aq NaHCO3, dried (Na2SO4), concentrated, and the residue was purified by silica gel flash column chromatography (0→10% MeOH (2M NH3) CH2CI2) to provide 4-(4-morpholιnylmethyl)phenol 2 (1 6 g, quant ) as an off white solid 1H NMR (400 MHz, CHLOROFORM-d) δ 7 09 - 7 15 (m, 2 H), 6 67 - 6 72 (m, 2 H), 3 68 - 3 74 (m, 4 H), 3 43 (s, 2 H), 2 42 - 2 52 (m, 4 H), 2 10 (s, 1 H) ES-LCMS m/z 194 2 (M+H)
References:
WO2009/75960,2009,A1 Location in patent:Page/Page column 10
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