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CAS No. : | 38289-29-1 | MDL No. : | MFCD00009964 |
Formula : | C12H22O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | RVLAXPQGTRTHEV-UHFFFAOYSA-N |
M.W : | 198.30 | Pubchem ID : | 98882 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With dmap; triethylamine; In tetrahydrofuran; THF(35 ml); ethanol; dichloromethane; | 1) 2-[4-(6-Acryloyloxyhexyloxy)benzoyloxy]-5-(4-trans-pentylcyclohexanecarbonyloxy)benzaldehyde A solution of mesyl chloride (1.14 g) in 10 ml of dry THF is dropwise added to a cooled (-40 to -25°C) solution of 4-(6-acryloyloxyhexyloxy)benzoic acid (2.78 g) and triethylamine (6 ml) in 40 ml of dry THF and under argon. After complete addition (15 min), the reaction mixture was further stirred for 60 min at -25 °C then treated with a solution of 2,5-dihydroxybenzaldehyde (1.38 g) in 10 ml of dry THF and the reaction mixture is further stirred at -25°C for 2 h. This mixture was then treated with a suspension of triethyl-(trans-4-pentylcyclohexynecarbonyl)ammonium; chloride (prepared from trans-4-pentylcyclohexanecarboxylic acid (2.26 g), triethylamine (6 ml) and mesyl chloride (1.14 g) in THF(35 ml)) in dry THF (35 ml), followed by one-crop addition of DMAP (0.24 g). Stirring is continued for 3 h at -25°c and for 30 min at room temperature. The reaction mixture is then poured into 80 ml of saturated NaHCO3, extracted with 2 x 100 ml of ether. The combined organic extracts are washed with HCl 3N (100 ml) then with half saturated NaCl solution (2 x 100 ml), dried over MgSO4, filtered and evaporated to dryness to afford a slightly yellow pasty material. This is flash chromatographed over a short silica-gel column (CH2Cl2). The obtained white residue (2.3 g) was dissolved in CH2Cl2 (5 ml) then reprecipitated from ethanol (50 ml). This affords pure 2-[4-(6-acryloyloxyhexyloxy)benzoyloxy]-5-(4-trans-pentylcyclohexanecarbonyloxy)benzaldehyde as white crystalline material. Yield 1.3 g. |