Nitric Acid → HCID 86743416, compound

HRID 2350911Notes

Reaction equation

HRID 2350911 reaction equation
[F:1][C:2]([F:28])([F:27])[C:3]1[CH:4]=[C:5]([C:13]#[C:14][CH2:15][N:16]2[CH2:21][CH2:20][CH:19]([C:22]([CH3:26])([CH3:25])[CH2:23][OH:24])[CH2:18][CH2:17]2)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[N+:29]([O-:32])([OH:31])=[O:30]>CC(C)=O>[N+:29]([O-:32])([OH:31])=[O:30].[F:11][C:9]([F:10])([F:12])[C:7]1[CH:6]=[C:5]([C:13]#[C:14][CH2:15][N:16]2[CH2:17][CH2:18][CH:19]([C:22]([CH3:25])([CH3:26])[CH2:23][OH:24])[CH2:20][CH2:21]2)[CH:4]=[C:3]([C:2]([F:28])([F:27])[F:1])[CH:8]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 13478142HCID 13478142, compound

Product 1

HCID 86743416HCID 86743416, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 1-(3,5-bistrifluoromethylphenyl)-3-[4-(1,1-dimethyl-2-hydroxyethyl)piperidino]prop-1-yne (2.0 g) in dry acetone (20 ml) was treated with an aqueous nitric acid solution (0.25M; 19.6 ml) with magnetic stirring. The solvent was evaporated in vacuo, and the residue was dried at 0.3 mm Hg to give 1-(3,5-bistrifluoromethylphenyl)-3-[4-(1,1-dimethyl-2-hydroxyethyl)piperidino]prop-1-yne nitrate (2.28 g) as a brown solid.

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe residue was dried at 0.3 mm Hg

Sources & evidence

ORD record
ord-86502a3c736a40348c2d4e6098610dc1
Source dataset
uspto-grants-1989_10
Patent number
US04871748

Reaction notes

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