تفاعل #355732

ord-0a0551b5bf3049c0a58006b54583054c

معادلة التفاعل

O=[N+]([O-])c1ccc(O)c(CCl)c1
2-chloromethyl-4-nitrophenol
CO
methanol
C[O-].[Na+]
sodium methoxide
COCc1cc([N+](=O)[O-])ccc1O
expected product
COCc1cc([N+](=O)[O-])ccc1O
2-methoxymethyl-4-nitrophenol

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةrefluxed for 2 hours 30 minutes
  2. 2
    درجة الحرارةthe mixture was refluxed for another 30 minutes
  3. 3
    درجة الحرارةThe resulting mixture was cooled in an ice bath
  4. 4
    أخرىthe insoluble matter formed
  5. 5
    ترشيحwas filtered off
  6. 6
    ترشيحThe crystalline product was filtered off by suction
  7. 7
    تجفيفdried over P2O5 at 40° C
  8. 8
    أخرى11.4 g of crude products were isolated
  9. 9
    أخرىrecrystallized from 15 ml of isopropyl acetate

الإجراء التجريبي

18.7 g (0.1 mol) of 2-chloromethyl-4-nitrophenol and 50 ml of pure methanol were mixed together and refluxed for 2 hours 30 minutes. 37 ml of sodium methoxide (0.2 mol, 5.4 N solution in MeOH) were added and the mixture was refluxed for another 30 minutes. The resulting mixture was cooled in an ice bath and diluted with 350 ml of water, and the insoluble matter formed was filtered off. The filtrate was acidified with acetic acid (10 ml). The crystalline product was filtered off by suction, reslurried in ice-cold water and then dried over P2O5 at 40° C. 11.4 g of crude products were isolated and then recrystallized from 15 ml of isopropyl acetate to give 7.5 g of expected product.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07445645B2uspto-grants-2008_11