Sodium Hydroxide → HCID 178467226, compound

HRID 2245388Notes

Reaction equation

HRID 2245388 reaction equation
[F:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12]([C:15]1[N:16]=[CH:17][N:18](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:19]=1)([OH:14])[CH3:13].[OH-].[Na+]>C(O)(=O)C.O>[F:1][C:2]1[C:7]([C:8]([F:9])([F:10])[F:11])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12]([C:15]1[N:16]=[CH:17][NH:18][CH:19]=1)([OH:14])[CH3:13]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 592167011-(2-fluoro-3-trifluoromethyl-phenyl)-1-(1-trityl-1H-imidazol-4-yl)-ethanol2×

Product 1

HCID 178467226HCID 178467226, compoundYield 85.4%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

1-(2-fluoro-3-trifluoromethyl-phenyl)-1-(1-trityl-1H-imidazol-4-yl)-ethanol (Intermediate B2) (4.7 mmol) in acetic acid (13 mL) and water (3 mL) was heated to 100° C. for 1 h. The mixture was cooled to rt and basified with 2M NaOH. The compound was extracted with ethyl acetate and the solution was concentrated onto silica gel. The product was eluted with 3-5% NH3-MeOH: CH2Cl2 to give 1-(2-fluoro-3-trifluoromethyl-phenyl)-1-(1H-imidazol-4-yl)-ethanol (Intermediate B3) 1.1 g (85%).

Workup

  1. extractionThe compound was extracted with ethyl acetate
  2. concentrationthe solution was concentrated onto silica gel
  3. washThe product was eluted with 3-5% NH3-MeOH

Sources & evidence

ORD record
ord-5a87072bbcf243bf96eef4a9baa63405
Source dataset
uspto-grants-2010_03
Patent number
US07683089B1

Reaction notes

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