تفاعل #725940

ord-a58f62f3e2c4467181a4bc30e9bb5f27

معادلة التفاعل

COC(=O)COc1ccc2cc(C(C)C(=O)OC)ccc2c1
2-(6-Methoxycarbonylmethoxynaphthalen-2-yl)propionic acid methyl ester
COC(=O)COc1ccc2cc(C(C)C(=O)OC)ccc2c1
2-(6-Methoxycarbonylmethoxy-naphthalen-2-yl)-propionic acid methyl ester
Cl
HCl
CC(C(=O)O)c1ccc2cc(OCC(=O)O)ccc2c1
96
المردود 71.9%
CC(C(=O)O)c1ccc2cc(OCC(=O)O)ccc2c1
2-(6-Carboxymethoxynaphthalen-2-yl)propionic acid
المردود 71.9%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe reaction mass was cooled to room temp.
  2. 2
    ترشيحCrude 96 was filtered
  3. 3
    أخرىdried
  4. 4
    أخرىrecrystallised from a mixture of ethyl acetate:hexane (1:6)

الإجراء التجريبي

2-(6-Methoxycarbonylmethoxynaphthalen-2-yl)propionic acid methyl ester 7 (23 g, 76.16 mmol) in 4 N aqueous NaOH (230 ml) was heated on a water bath at 90° C. for 8 hrs. The reaction mass was cooled to room temp. and the pH adjusted to 2 with con. HCl. Crude 96 was filtered, dried and recrystallised from a mixture of ethyl acetate:hexane (1:6) to give pure 96 (15 g, 71.9%) as a white powder. Mp: 185-188° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07691364B2uspto-grants-2010_04