Hydrogen Bromide → HCID 59464395, compound

HRID 1924869Notes

Reaction equation

HRID 1924869 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH2:9][C:10](Cl)=[O:11].[N+](=[CH2:15])=[N-].CCOCC.[BrH:21]>>[Br:21][CH2:15][C:10](=[O:11])[CH2:9][C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=1[Cl:8]

Participants

5

Reactant 4

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 9550DiazomethaneHCID 27581482-(2,6-Dichlorophenyl)acetyl chloride

Product 1

HCID 59464395HCID 59464395, compoundYield 66%

Procedure

The acid chloride, Intermediate A2 (6 g, 26 8 mmol) was added via pipette to a solution of diazomethane in ether (30 mmol) (generated from Diazald by standard Aldrich diazomethane kit) at 0° C. After 35 m, HBr (conc.) (10 mL) was added at 0° C. This was allowed to react for 35 m. The ether was removed and the mixture was neutralized with sodium bicarbonate solution. The organic layer was removed and dried over MgSO4. The mixture was filtered and concentrated under reduced pressure to give 1-bromo-3-(2,6-dichloro-phenyl)-propan-2-one (Intermediate A3) (˜5 g, 66%).

Workup

  1. customto react for 35 m
  2. customThe ether was removed
  3. customThe organic layer was removed
  4. dry with materialdried over MgSO4
  5. filtrationThe mixture was filtered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d94110bde3734935bb3815c2d103cf3b
Source dataset
uspto-grants-2012_05
Patent number
US08178571B2

Reaction notes

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