N,N-Diethylaniline → HCID 58307567, compound

HRID 1516450Notes

Reaction equation

HRID 1516450 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:6]=1[F:14])C=C.C(N(CC)[C:18]1[CH:23]=CC=C[CH:19]=1)C>>[CH2:23]([C:10]1[CH:9]=[C:8]([N+:11]([O-:13])=[O:12])[CH:7]=[C:6]([F:14])[C:5]=1[OH:4])[CH:18]=[CH2:19]

Participants

3

Reactant 2

HCID 7061N,N-DiethylanilineHCID 58307568HCID 58307568, compound

Product 1

HCID 58307567HCID 58307567, compoundYield 60%

Procedure

Compound 2 (25 g, 126.8 mmol) was solved in diethyl aniline (150 mL, 937.7 mmol) and the resulting solution was refluxed for 48 h. The crude was evaporated in vacuo and the residue was purified by column chromatography, eluted at 10% ethyl acetate/hexane. Fractions were collected to obtain the desired compound 3 (15 g, yield 60%).

Workup

  1. temperaturethe resulting solution was refluxed for 48 h
  2. customThe crude was evaporated in vacuo
  3. customthe residue was purified by column chromatography
  4. washeluted at 10% ethyl acetate/hexane
  5. customFractions were collected

Sources & evidence

ORD record
ord-098be22e75c8409bbdf99d177ebe1ed8
Source dataset
uspto-grants-2012_07
Patent number
US08227501B2

Reaction notes

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