반응 #355732

ord-0a0551b5bf3049c0a58006b54583054c

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도refluxed for 2 hours 30 minutes
  2. 2
    온도the mixture was refluxed for another 30 minutes
  3. 3
    온도The resulting mixture was cooled in an ice bath
  4. 4
    기타the insoluble matter formed
  5. 5
    여과was filtered off
  6. 6
    여과The crystalline product was filtered off by suction
  7. 7
    건조dried over P2O5 at 40° C
  8. 8
    기타11.4 g of crude products were isolated
  9. 9
    기타recrystallized from 15 ml of isopropyl acetate

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07445645B2uspto-grants-2008_11