تفاعل #2045013

ord-6db9243217124b82a124d1563087e619

معادلة التفاعل

COC(=O)COCCOc1ccc([N+](=O)[O-])cc1
[2-(4-Nitrophenoxy)-ethoxy]acetic acid methyl ester
COC(=O)COCCOc1ccc(N)cc1
23
المردود 71.1%
COC(=O)COCCOc1ccc(N)cc1
[2-(4-Amino-phenoxy)-ethoxy]-acetic acid methyl ester
المردود 71.1%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe catalyst was filtered
  2. 2
    تركيزthe filtrate concentrated
  3. 3
    workup.ADDITIONhexane (3 ml) added
  4. 4
    ترشيحthe solid filtered

الإجراء التجريبي

[2-(4-Nitrophenoxy)-ethoxy]acetic acid methyl ester 22 (1 g, 3.9 mmol) was dissolved in anhydrous ethyl acetate (20 ml), palladium carbon (10%, 0.1 g) added and the mixture stirred under an atmosphere of hydrogen using balloon for 30 minutes. The catalyst was filtered, the filtrate concentrated, hexane (3 ml) added, and the solid filtered to give 23 (625 mg, 70.9%) as a light brown powder. The melting point was found to be 51-52.5° C. The structure was confirmed with IR and NMR.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08409559B2uspto-grants-2013_04