Nitric Acid → HCID 68700541, compound

HRID 61987Notes

Reaction equation

HRID 61987 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[N:17]=3)[CH:11]=2)[CH:6]=[CH:7][C:8]=1[OH:9].[N+:26]([O-])([OH:28])=[O:27]>C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:23])[F:24])[N:17]=3)[CH:11]=2)[CH:6]=[C:7]([N+:26]([O-:28])=[O:27])[C:8]=1[OH:9]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 687058143-Methoxy-3'-(6-(trifluoromethyl)pyridin-2-yl)biphenyl-4-ol

Product 1

HCID 68700541HCID 68700541, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 3-methoxy-3′-(6-(trifluoromethyl)pyridin-2-yl)biphenyl-4-ol (0.476 g, 1.38 mmol) in acetic acid (10 mL) at room temperature was added 60% nitric acid (0.12 mL, 1.52 mmol) dropwise. The resulting mixture was allowed to stir for thirty minutes then poured onto ice-water (100 mL) and the resulting precipitate was filtered off, washed with water and dried. After chromatography over silica gel (petroleum ether/ethyl acetate, 2:1), 3-methoxy-5-nitro-3′-(6-(trifluoromethyl)pyridin-2-yl)biphenyl-4-ol was obtained as a yellow solid, 0.323 g (60%).

Workup

  1. additionthen poured onto ice-water (100 mL)
  2. filtrationthe resulting precipitate was filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-984cdd97224d4c41bacf695754e0959c
Source dataset
uspto-grants-2016_09
Patent number
US09446012B2

Reaction notes

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