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2-OxazolaMine, 4-(1,1-diMethylethyl)- synthesis

2synthesis methods
-

Yield:97567-79-8 41%

Reaction Conditions:

with sodium hydroxide;tetra(n-butyl)ammonium hydroxide;sodium acetate in tetrahydrofuran;water at 20; for 48 h;

Steps:

A.A8.2

Step 2. 2-Amino-4-isopropyl-1,3-oxazole; To a solution of 3,3-dimethyl-1-hydroxy-2-butanone (4.0 g) and cyanimide (50% w/w, 2.86 g) in THF (10 mL) was added a 1N NaOAc solution (8 mL), followed by tetra-n-butylammonium hydroxide (0.4 M, 3.6 mL), then a 1N NaOH solution (1.45 mL). The resulting mixture was stirred at room temperature for 2 d. The resulting organic layer was separated, washed with water (3×25 mL), and the aqueous layer was extracted with Et2O (3×25 mL). The combined organic layers were treated with a 1N NaOH solution until basic, then extracted with CH2Cl2 (3×25 mL). The combined organic layers were dried (Na1SO4) and concentrated under reduced pressure to afford 2-Amino-4-isopropyl-1,3-oxazole (1.94 g, 41%): HPLC ES-MS m/z 141 ((M+H)+).

References:

US2007/244120,2007,A1 Location in patent:Page/Page column 16