تفاعل #2487410

ord-9c12b277724249c9bb672d83b6bca669

معادلة التفاعل

O=C(O)CCCC[C@@H]1CCSS1
lipoic acid
O=C1CCC(=O)N1O
N-hydroxysuccinimide
ClCCCl
EDC
NC(=O)CCCC[C@@H]1CCSS1
(R)-Lipoamide

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلwashed with H2O (500 mL), saturated aqueous NaHCO3 (500 mL), saturated aqueous NaCl (500 mL)
  2. 2
    تجفيفdried (MgSO4)
  3. 3
    أخرىThe drying agent was removed by filtration
  4. 4
    تركيزthe filtrate was concentrated to dryness
  5. 5
    أخرىgiving the product as

الإجراء التجريبي

A solution of lipoic acid (25.6 g, 124 mmol), N-hydroxysuccinimide (15.6 g, 136 mmol), and EDC (26.1 g, 136 mmol) in anhydrous CH2Cl2 (300 mL) was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate (500 mL) and washed with H2O (500 mL), saturated aqueous NaHCO3 (500 mL), saturated aqueous NaCl (500 mL) and dried (MgSO4). The drying agent was removed by filtration and the filtrate was concentrated to dryness giving the product as a yellow sold (35.4 g, 94%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08795706B2uspto-grants-2014_08