Triethylamine → HCID 19703159, compound

HRID 861406Notes

Reaction equation

HRID 861406 reaction equation
[S:1]([O:8]S(C(F)(F)F)(=O)=O)([C:4]([F:7])([F:6])[F:5])(=[O:3])=[O:2].[N:16]1([C:21]2[CH:26]=[CH:25][C:24](O)=[CH:23][CH:22]=2)[CH:20]=[CH:19][N:18]=[CH:17]1.C(N(CC)CC)C>ClCCl>[O:8]([C:24]1[CH:25]=[CH:26][C:21]([N:16]2[CH:20]=[CH:19][N:18]=[CH:17]2)=[CH:22][CH:23]=1)[S:1]([C:4]([F:7])([F:6])[F:5])(=[O:3])=[O:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 67749Trifluoromethanesulfonic anhydrideHCID 823151-(p-Hydroxyphenyl)imidazole

Product 1

HCID 19703159HCID 19703159, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triflic anhydride (2.82 g) was added dropwise to a mixture of 4-(1-imidazolyl)phenol (Aldrich Chemical Company) and triethylamine (1.1 g) in dichloromethane (30 ml). The mixture was stirred for 18 hours. The mixture was evaporated and the residue partitioned between diethyl ether and water. The organic phase was separated, washed with water, dried (MgSO4) and evaported. The residue was triturated with cyclohexane to give crude 4-(1-imidazolyl)phenyl triflate (1.7 g) as a solid, which was used without further purification; m/Z 293 (M+H).

Workup

  1. customThe mixture was evaporated
  2. customthe residue partitioned between diethyl ether and water
  3. customThe organic phase was separated
  4. washwashed with water
  5. dry with materialdried (MgSO4)
  6. customThe residue was triturated with cyclohexane

Sources & evidence

ORD record
ord-3847a03e76e445f2b562dc3c6a7970b3
Source dataset
uspto-grants-1998_02
Patent number
US05714496

Reaction notes

Loading…