تفاعل #1106642

ord-3b7a1f69344e4b4391f5ea65bae6d1bf

معادلة التفاعل

[Na+].[OH-]
NaOH
COCOc1ccc(C(=O)CCc2ccc(OC)nc2)c(O)c1
1-(2-hydroxy-4-(methoxymethoxy)phenyl)-3-(6-methoxypyridin-3-yl)propan-1-one
O=C(O)C(F)(F)F
TFA
COc1ccc(CCC(=O)c2ccc(O)cc2O)cn1
white solid
المردود 35.8%
COc1ccc(CCC(=O)c2ccc(O)cc2O)cn1
2,4-dihydroxyphenyl-3-(6-methoxypyridin-3-yl)propan-1-one
المردود 35.8%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصThe aqueous was extracted with 100 ml EtOAc
  2. 2
    غسيلThe organic layer was washed with brine
  3. 3
    تجفيفdried (Na2SO4)
  4. 4
    تركيزconcentrated
  5. 5
    أخرىThe residue was purified by silica gel chromatography (15% EtOAc/Hexane)

الإجراء التجريبي

To a solution of 1-(2-hydroxy-4-(methoxymethoxy)phenyl)-3-(6-methoxypyridin-3-yl)propan-1-one (1.62 g, 5.11 mmol) in CH3CN (30 ml) at room temperature was added TFA (2 ml) dropwise, two drops of water. The reaction was stirred at same temperature for 8 h. Aqueous 1N NaOH was added to the reaction mixture until pH=7. The aqueous was extracted with 100 ml EtOAc, and the organic layers were combined. The organic layer was washed with brine, dried (Na2SO4) and concentrated. The residue was purified by silica gel chromatography (15% EtOAc/Hexane) to provide 0.5 g (35%) of white solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08715761B2uspto-grants-2014_05