Water → HCID 19710983, compound

HRID 724783Notes

Reaction equation

HRID 724783 reaction equation
[F:1][C:2]([F:22])([F:21])[O:3][C:4]1[CH:5]=[C:6]([N:10]2[CH2:14][CH2:13][CH:12](OS(C)(=O)=O)[C:11]2=[O:20])[CH:7]=[CH:8][CH:9]=1.[N-:23]=[N+:24]=[N-:25].[Na+].O>CN(C=O)C>[N:23]([CH:12]1[CH2:13][CH2:14][N:10]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([O:3][C:2]([F:22])([F:21])[F:1])[CH:5]=2)[C:11]1=[O:20])=[N+:24]=[N-:25]

Participants

5

Reactant 3

HCID 962WaterHCID 33557Sodium AzideHCID 19707996HCID 19707996, compound

Product 1

HCID 19710983HCID 19710983, compoundYield 104.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A stirred solution of crude 1-(3-trifluoromethoxyphenyl)-3-methanesulfonyloxy-2-pyrrolidinone (4.00 g) in DMF (15 ml) was treated with sodium azide (0.76 g) and the mixture stirred for 16 hours. The mixture was poured into water and extracted with diethyl ether (x2). The combined ether extracts were washed with water (x3) and brine, then dried (MgSO4). Evaporation of the solvent under reduced pressure gave the crude sub-title compound (3.50 g), which was used without further purification.

Workup

  1. extractionextracted with diethyl ether (x2)
  2. washThe combined ether extracts were washed with water (x3) and brine
  3. dry with materialdried (MgSO4)
  4. customEvaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-bdf0a36c25874929ac9eb1d2386a452b
Source dataset
uspto-grants-1998_01
Patent number
US05705456

Reaction notes

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