4-(CHLOROMETHYL)-2-(4-METHOXYPHENYL)-1,3-OXAZOLE synthesis
- Product Name:4-(CHLOROMETHYL)-2-(4-METHOXYPHENYL)-1,3-OXAZOLE
- CAS Number:167155-56-8
- Molecular formula:C11H10ClNO2
- Molecular Weight:223.66
Yield:167155-56-8 95%
Reaction Conditions:
in xylene; for 48 h;Heating / reflux;
Steps:
1
Example 1; 1- [2- (4- {2- [ (E)-2- (4-Methoxy-phenyl)-vinyl]-oxazol-4-ylmethoxy}-phenyl)- oxazol-4-ylmethyl]-1 H- [1,2, 3] triazole; 15.12 g (100.0 mmol) 4-Methoxy-benzamide, 15.24 g (100 mmol) 1,3- dichloroacetone and 150 ml xylene were kept at reflux temperature for 24 h with continuous removal of water by use of a Dean-Stark trap. Another 15 g of 1,3- dichloroacetone were added and heating continued for additional 24 h. After removal of solvents in vacuo, the residue was triturated with isopropanol/water 1: 1 and the crystals isolated and dried. Yield: 21.29 g (95%) 4-chloromethyl-2- (4- methoxy-phenyl) -oxazole as tan solid, melting at 80-82°C. lH-NMR (400MHz, D-DMSO) : 8= 3.83 (s, 3H, OCH3), 4.72 (s, 2H, C1CH2), 7.08 (d, 2H, Ar-H), 7.91 (d, 2H, Ar-H), 8.19 (s, 1H, oxazole).
References:
WO2005/40158,2005,A1 Location in patent:Page/Page column 31
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