Aniline → HCID 67254835, compound

HRID 2068274Notes

Reaction equation

HRID 2068274 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][OH:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].C(N(CC)C(C)C)(C)C.CN(C)C=O.[NH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C(OCC)(=O)C>[N+:10]([C:3]1[CH:4]=[C:5]([CH2:8][OH:9])[CH:6]=[CH:7][C:2]=1[NH:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)([O-:12])=[O:11]

Participants

6

Reactant 4

HCID 6115AnilineHCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 41675874-Fluoro-3-nitrobenzyl alcohol

Product 1

HCID 67254835HCID 67254835, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

(4-Fluoro-3-nitrophenyl)methanol (1.500 g, 0.008765 mol), N,N-diisopropylethylamine (3.054 mL, 0.01753 mol), N,N-dimethylformamide (3.688 mL, 0.04764 mol), and aniline (2.40 mL, 0.0263 mol) were placed into three separate microwave vials. Each was reacted at 150° C. for 30 minutes. The resultant gel was dissolved in ethyl acetate, washed once with 5% citric acid and once with brine, dried and concentrated. The residue was used directly in the next step.

Workup

  1. customseparate microwave vials
  2. customEach was reacted at 150° C. for 30 minutes
  3. washwashed once with 5% citric acid and once with brine
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-1c022269eb71484c86239d50dd8cab05
Source dataset
uspto-grants-2012_10
Patent number
US08293923B2

Reaction notes

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