تفاعل #2286381

ord-4e901ce0b68041efb7e9f4e541f55eb4

معادلة التفاعل

CCOC(=O)c1sc(Br)nc1C
2-bromo-4-methyl-thiazole-5-carboxylic acid ethyl ester
O.[Li+].[OH-]
lithium hydroxide hydrate
Cl
hydrochloric acid
Cc1nc(Br)sc1C(=O)O
product
المردود 98.0%
Cc1nc(Br)sc1C(=O)O
2-bromo-4-methyl-thiazole-5-carboxylic acid
المردود 98.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصwas extracted with ethyl acetate
  2. 2
    تجفيفThe organic extracts were dried over sodium sulfate (Na2SO4)
  3. 3
    ترشيحfiltered
  4. 4
    تركيزconcentrated

الإجراء التجريبي

To a solution of 2-bromo-4-methyl-thiazole-5-carboxylic acid ethyl ester (3.0 g, 12 mmol) in tetrahydrofuran (THF, 50 mL) and water (5 mL) was added lithium hydroxide hydrate (1.0 g, 24 mmol). The reaction mixture was stirred at ambient temperature for 16 h. The reaction mixture was diluted with water and ethyl acetate. The aqueous layer was made acidic to pH 1 with 2 N hydrochloric acid (HCl) and then was extracted with ethyl acetate. The organic extracts were dried over sodium sulfate (Na2SO4), filtered and concentrated to provide product as an orange solid (2.6 g, 98%): mp 152-155° C.; 1H NMR (300 MHz, CDCl3) δ 2.74 (s, 3H); ESIMS m/z 221 (M−1).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09357780B2uspto-grants-2016_06