Benzaldehyde, 3-chloro-4-[(2R)-2,3-dihydroxypropoxy]- synthesis
- Product Name:Benzaldehyde, 3-chloro-4-[(2R)-2,3-dihydroxypropoxy]-
- CAS Number:1563017-36-6
- Molecular formula:C10H11ClO4
- Molecular Weight:230.64
2420-16-8
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Yield:1563017-36-6 73%
Reaction Conditions:
with potassium tert-butylate in propan-1-ol at 90; for 17 h;Concentration;Temperature;Time;
Steps:
2 Example 2: (R)-3-Chloro-4-(2,3-dihydroxypropoxy)-benzaldehyde
Potassium tetr-butoxide (118 g, 1.20 eq.) is added to n-propanol (963 mL) followed by 3- chloro-4-hydroxybenzaldehyde (137 g, 1.00 eq.). To the mixture is added (R)-3-chloro-1 ,2- propanediol (126 g, 1.30 eq.). The suspension is heated to 90 °C and stirred at this temperature for 17 h. Solvent (500 mL) is distilled off at 120 °C external temperature and reduced pressure. Water is added (1.1 L) and solvent (500 mL) is removed by distillation. The turbid solution is cooled to 20 °C. After stirring for one hour a white suspension is obtained. Water (500 mL) is added and the suspension is cooled to 10 °C. The suspension is filtered and the resulting filter cake is washed with water (500 mL). The product is dried at 50 °C and reduced pressure to yield 149 g of a white solid (73%), which is (R)-3-chloro- 4-(2,3-dihydroxypropoxy)-benzaldehyde in crystalline form A
References:
WO2014/27330,2014,A1 Location in patent:Page/Page column 20; 21