| Identification | Back Directory | [Name]
4-(6-Acryloyloxyhexyloxy)-benzoesure (4-cyanophenylester) | [CAS]
83847-14-7 | [Synonyms]
RM23
VE6OPEPN
4-Cyanophenol 4-(6-acryloyloxyhexyloxy)benzoate
4-Cyanophenyl 4'-(6-acryloyloxyhexyloxy)benzoate
(4-cyanophenyl) 4-(6-prop-2-enoyloxyhexoxy)benzoate
6-[4-(4-Cyanophenoxycarbonyl)phenoxy]hexyl acrylate
4-(6-Acryloyloxyhexyloxy)-benzoesure (4-cyanophenylester)
Benzoic acid, 4-[[6-[(1-oxo-2-propenyl)oxy]hexyl]oxy]-, 4-cyanophenylester
Benzoic acid, 4-[[6-[(1-oxo-2-propen-1-yl)oxy]hexyl]oxy]-, 4-cyanophenyl ester | [Molecular Formula]
C23H23NO5 | [MDL Number]
MFCD23098829 | [MOL File]
83847-14-7.mol | [Molecular Weight]
393.43 |
| Hazard Information | Back Directory | [Uses]
4-(6-Acryloyloxyhexyloxy)-benzoesure (4-cyanophenylester) can be used as an intermediate in organic synthesis, mainly used in laboratory research and development and in the process of chemical and pharmaceutical synthesis. | [Synthesis]
The target monomer was prepared by firstly converting the
acid into the corresponding acid chloride, then condensing this
withp-cyanophenol. The acid (17.32 g, 0.059 mol) was stirred with thionyl chloride (35.7 g, 0.3 mol) in the presence of DMF
(2 drops) and 2,6-di-tert-butyl-4-methyl phenol (4.4 g, 0.02
mol). After ca. 25 min, by which time solution was achieved,
the excess thionyl chloride was removed by rotary evaporation
and high vacuum (1-2 h). The acid chloride residue was dis-
solved in anhydrous chloroform (30 mL), then added slowly
dropwise into a stirred solution of p-cyanophenol (7.03 g,
0.059 mol) and triethylamine (6.07 g, 0.06 mol) in chloroform
(20 mL) at 0°C. After the addition the mixture was stirred at
room temperature for 24 h and then chloroform (200 mL)
added. This solution was washed with water (50 mL) followed
by 2 N sodium hydroxide solution (3 x 50 mL) and water (2 x
50 mL). The organic layer was dried (MgSO,), evaporated,
then subjected to flash chromatography, using dichloro-
methane as both the solvent and the eluant. The monomer was
finally recrystallized from isopropanol and shown to be pure
by tlc. Yield: 16 g, 69%. |
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