Ammonium Chloride → HCID 178458160, compound

HRID 480472Notes

Reaction equation

HRID 480472 reaction equation
[CH2:1]([Mg]Cl)[CH3:2].[CH2:5]1[C:14]2[C:13]3[CH:15]=[CH:16][C:17]([C:19]([C:21]4[N:22]=[CH:23][NH:24][CH:25]=4)=[O:20])=[CH:18][C:12]=3[CH:11]=[CH:10][C:9]=2[O:8][CH2:7][CH2:6]1.[Cl-].[NH4+]>C1COCC1>[CH2:5]1[C:14]2[C:13]3[CH:15]=[CH:16][C:17]([C:19]([C:21]4[N:22]=[CH:23][NH:24][CH:25]=4)([OH:20])[CH2:1][CH3:2])=[CH:18][C:12]=3[CH:11]=[CH:10][C:9]=2[O:8][CH2:7][CH2:6]1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 178461633HCID 178461633, compoundHCID 178519293HCID 178519293, compound

Product 1

HCID 178458160HCID 178458160, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of ethylmagnesium chloride in THF (3M; 3 mL) was added to a solution of (2,3-dihydro-1H-benzo[f]chromen-8-yl)(1H-imidazol-4-yl)ketone (0.523 g) in THF (20 ml) at 0° C. The mixture was stirred at room temperature for 2 h. Aqueous ammonium chloride solution was added to the mixture and extracted with ethyl acetate. The extract was dried and concentrated. The residue was chromatographed on silica gel (eluent; dichloromethane:methanol=20:1) to give the titled compound (0.512 g) as a colorless solid.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe extract was dried
  3. concentrationconcentrated
  4. customThe residue was chromatographed on silica gel (eluent; dichloromethane:methanol=20:1)

Sources & evidence

ORD record
ord-d3ece1c1722844c29976479139eabde7
Source dataset
uspto-grants-2003_11
Patent number
US06649643B1

Reaction notes

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