4-Bromobenzophenone → HCID 15328860, compound

HRID 449128Notes

Reaction equation

HRID 449128 reaction equation
[CH2:1]([Mg]Cl)[CH3:2].[Br:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:13])=[CH:8][CH:7]=1>C1COCC1.[Cl-].[Cl-].[Zn+2]>[Br:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)([OH:13])[CH2:1][CH3:2])=[CH:10][CH:11]=1

Participants

5

Reactant 2

HCID 70304-BromobenzophenoneHCID 178461633HCID 178461633, compound

Product 1

HCID 15328860HCID 15328860, compound

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 8028TetrahydrofuranSolvent2×

Procedure

To a stirred solution of ethylmagnesium chloride (153.1 mg, 1.723 mmol) in THF (10.0 mL, 123 mmol) was added zinc dichloride (47.0 mg, 0.345 mmol) at rt. The resulting mixture was stirred at rt for 1 h. Then to this mixture, (4-bromophenyl)phenyl methanone (300.00 mg, 1.1489 mmol) in THF (5 mL) was added at 0° C. The mixture was then stirred at 0° C. for 2 h. The solvent was then removed under reduced pressure and the resulting residue was purified by a flash chromatography(2% EtOAc in hexane).

Workup

  1. stirringThe mixture was then stirred at 0° C. for 2 h
  2. customThe solvent was then removed under reduced pressure
  3. customthe resulting residue was purified by a flash chromatography(2% EtOAc in hexane)

Sources & evidence

ORD record
ord-9168f6060d914e50b9489927cd5aba22
Source dataset
uspto-grants-2013_07
Patent number
US08481733B2

Reaction notes

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