3-(Trifluoromethyl)benzoyl chloride synthesis
- Product Name:3-(Trifluoromethyl)benzoyl chloride
- CAS Number:2251-65-2
- Molecular formula:C8H4ClF3O
- Molecular Weight:208.57
349-76-8
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2251-65-2
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Yield:2251-65-2 87%
Reaction Conditions:
Stage #1:3'-(trifluoromethyl)acetophenone with pyridine;disulfur dichloride in chlorobenzene at 20; for 2 h;
Stage #2: with sulfuryl dichloride in chlorobenzene at 20 - 132; for 15.5 h;
Steps:
14 Example 14: 3-(Trifluoromethyl)benzoyl chloride
To a mixture of 3'-(trifluoromethyl)acetophenone (0.152 ml, 1.0 mmol), pyridine (0.012 ml, 0.15 mmol), and chlorobenzene (0.35 ml) was added S2C12 (0.16 ml, 2.0 mmol) while stirring at room temperature. After 2 h S02C12 (0.121 ml, 1.5 mmol) was added dropwise, and the resulting mixture was stirred at room temperature for 0.5 h. The mixture was then stirred at 132 °C for 15 h. The mixture was diluted with CDCI3 (2 ml), an internal standard was added (1BU3PO4, 0.0552 ml, 0.20 mmol), and the mixture was analyzed. 1H NMR indicated that 3-(trifluoromethyl)benzoyl chloride had been formed in 87% yield. 1H NMR (PhCl, CDCI3, 400 MHz) delta = 8.29 (s, 1H), 8.19 (d, J = 8 Hz, 1H), 7.83 (d, J = 8 Hz, 1H), 7.55 (t, J = 8 Hz, 1H).
References:
LONZA LTD;ZARAGOZA DOERWALD, Florencio WO2017/5606, 2017, A1 Location in patent:Page/Page column 34-35
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2251-65-2
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