تفاعل #1265380

معادلة التفاعل

n-BuLi

4-methylthiazole

N-methoxy-N-methylacetamide

→

2a

المردود 85.0%

1-(4-Methyl-thiazol-2-yl)-ethanone

المردود 85.0%

المذيبات

ether

ether

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGAfter 1 h of stirring at −78° C. the reaction mixture
2. 2
   غسيلwas washed with sat'd NaHCO3
3. 3
   استخلاصextracted with ether
4. 4
   تجفيفThe organic layer was dried with Na2SO4
5. 5
   تركيزconcentrated in vacuo

الإجراء التجريبي

To a stirred solution of n-BuLi (2M in pentane; 22.4 mL, 0.045 mol) in 70 mL of dry ether at −78° C. was added dropwise 4-methylthiazole (3.7 g, 0.037 mol) in 30 mL of ether over a period of 30 minutes. The mixture was stirred for 1 h, then N-methoxy-N-methylacetamide (4.37 mL, 0.041 mol) was added dropwise over 10 minutes. After 1 h of stirring at −78° C. the reaction mixture was washed with sat'd NaHCO3 and extracted with ether. The organic layer was dried with Na2SO4 and concentrated in vacuo to give 4.38 g (85%) of 2a as an oil that was used directly for the next step. 1H NMR (CDCl3) δ 7.2 (s, 1H), 2.75 (s, 3H), 2.5 (s, 3H).

المصدر