ChemicalBook CAS DataBase List (4-METHYL-2-PHENYL-1,3-THIAZOL-5-YL)METHANOL

(4-METHYL-2-PHENYL-1,3-THIAZOL-5-YL)METHANOL synthesis

5synthesis methods

Product Name:(4-METHYL-2-PHENYL-1,3-THIAZOL-5-YL)METHANOL
CAS Number:61291-91-6
Molecular formula:C11H11NOS
Molecular Weight:205.28

ETHYL 4-METHYL-2-PHENYL-1,3-THIAZOLE-5-CARBOXYLATE

53715-64-3
71 suppliers
$65.25/1g

(4-METHYL-2-PHENYL-1,3-THIAZOL-5-YL)METHANOL

61291-91-6
29 suppliers
$87.00/1g

Yield:61291-91-6 85.1%

Reaction Conditions:

with lithium aluminium tetrahydride in tetrahydrofuran at 0; for 1.5 h;Inert atmosphere;

Steps:

3 [00129] Synthesis of 4-methyl-2-phenyl-5-thiazolemethanol (2a)

[00129] Synthesis of 4-methyl-2-phenyl-5-thiazolemethanol (2a) [00130] To a stirred solution of ethyl ester la (0.303 g, 1.237 mmol) in anhydrous THF (1 mL) at 0 °C was added 2M lithium aluminum hydride solution in THF (1.24 ml, 2.48 mmol). The resulting mixture was stirred under argon at 0 °C for 1.5 hours. The reaction mixture was quenched by the careful addition of 0.5 ml of water, followed by 2.5 ml of ethyl acetate and 0.92 g of anhydrous sodium sulfate. The mixture was stirred for 15 minutes and was filtered and concentrated under reduced pressure to give 2a as a light-yellow solid (0.215 g, 1.053 mmol, 85.1%). TLC R_f (25% EtOAc/Hexane) = 0.11. Mp 101-102 °C. ^{FontWeight="Bold" FontSize="10"}H NMR (CDC1₃, 600 MHz): δ ppm 7.88 (2H, d, J = 7.92 Hz), 7.41 (3H, m), 4.79 (2H, s), 2.94 (1H, s), 2.41 (3H, s).

References:

WO2014/152809,2014,A2 Location in patent:Paragraph 00129; 00130

2227-79-4 Synthesis