2-(3-(TRIFLUOROMETHYL)PHENYL)ACETALDEHYDE synthesis
- Product Name:2-(3-(TRIFLUOROMETHYL)PHENYL)ACETALDEHYDE
- CAS Number:21172-31-6
- Molecular formula:C9H7F3O
- Molecular Weight:188.15
455-01-6
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Yield:21172-31-6 1.19 g
Reaction Conditions:
with Dess-Martin periodane in chloroform at 20; for 1 h;Cooling with ice;
Steps:
19-1 [3-(Trifluoromethyl)phenyl]acetaldehyde
Reference Example 19-1
[3-(Trifluoromethyl)phenyl]acetaldehyde
To a solution of 3-(trifluoromethyl)phenethyl alcohol (2.00 g) in chloroform (50.0 mL), Dess-Martin periodinane (4.70 g) was added under cooling with ice.
After being brought to room temperature, the reaction mixture was stirred for an hour.
Subsequently, a saturated aqueous solution of sodium hydrogencarbonate (25.0 mL) and a saturated aqueous solution of sodium thiosulfate (25.0 mL) were added and the mixture was vigorously stirred for an hour.
After phase separation, the organic layer was dried over anhydrous magnesium sulfate, the desiccant was removed by filtration, and the filtrate was concentrated under reduced pressure.
The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate = 98:2-85:15) to give the titled compound as a pale yellow oil (1.19 g).
1H NMR (300 MHz, CHLOROFORM-d) δ ppm 3.79 (s, 2 H) 7.36 - 7.62 (m, 4 H) 9.77 - 9.81 (m, 1 H).
MS ESI/APCI Dual nega: 187[M-H]-.
References:
EP2881384,2015,A1 Location in patent:Paragraph 0363; 0354
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