Ammonium Chloride → HCID 12319462, compound

HRID 1351073Notes

Reaction equation

HRID 1351073 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([Mg]Br)=[CH:13][CH:12]=1.[Cl-].[NH4+]>C(OCC)C>[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([CH:4]([C:3]2[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=2[Br:1])[OH:5])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 811292-BromobenzaldehydeHCID 178478191HCID 178478191, compound

Product 1

HCID 12319462HCID 12319462, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
-78 °C

Procedure

2-bromobenzaldehyde (1 ml) was dissolved in diethyl ether (20 ml) and cooled to −78° C. 4-chlorophenylmagnesium bromide (1M diethyl ether solution, 9 ml) was added thereto and the reaction mixture was stirred for one hour at the same temperature. Saturated ammonium chloride aqueous solution was added thereto and the water layer was extracted with ethyl acetate. The organic layer was dried with anhydrous magnesium sulfate. The solvent was distilled off and the obtained residue was purified by column chromatography to obtain the title compound (2.50 mg) having the following physical data.

Workup

  1. extractionthe water layer was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
  3. distillationThe solvent was distilled off
  4. customthe obtained residue was purified by column chromatography

Sources & evidence

ORD record
ord-a34926760fc345e4816783125743e392
Source dataset
uspto-grants-2007_05
Patent number
US07217701B2

Reaction notes

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