2,2,2-Trifluoroethanol → HCID 67135451, compound

HRID 1896635Notes

Reaction equation

HRID 1896635 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1.[F:12][C:13]([F:17])([F:16])[CH2:14][OH:15].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:8][C:7]1[C:2]([O:15][CH2:14][C:13]([F:17])([F:16])[F:12])=[N:3][CH:4]=[C:5]([N+:9]([O-:11])=[O:10])[CH:6]=1

Participants

5

Reactant 3

HCID 64092,2,2-TrifluoroethanolHCID 11430Potassium CarbonateHCID 27631062,3-Dichloro-5-nitropyridine

Product 1

HCID 67135451HCID 67135451, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2,3-dichloro-5-nitro-pyridine (5 g, Synthesis, 1990 (6), 499-501), 2,2,2-trifluoroethanol (2.6 g) and potassium carbonate (5.4 g) in N,N-dimethylformamide (50 ml) was stirred at 80° C. for 1 hour. The reaction mixture was poured into ice water. The precipitate was isolated by filtration and dried under high vacuum to afford 3-chloro-5-nitro-2-(2,2,2-trifluoro-ethoxy)-pyridine (5.65 g).

Workup

  1. customThe precipitate was isolated by filtration
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-706dee2302bb420fbcc8e1e6023c79ce
Source dataset
uspto-grants-2013_08
Patent number
US08518971B2

Reaction notes

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