Dichloromethane → HCID 11372368, compound

HRID 1392360Notes

Reaction equation

HRID 1392360 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])=[O:10])=[CH:4][CH:3]=1.[Br:19]Br.ClCCl>C1C=CC=CC=1>[Br:19][CH:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[C:9]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[Cl:18])=[O:10]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 24408BromineHCID 219848672-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)ethan-1-one

Product 1

HCID 11372368HCID 11372368, compoundYield 100.7%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Part B: To a solution of 2-(4-chlorophenyl)-1-(2,4-dichlorophenyl)ethanone (2.82 gram, 9.42 mmol) in benzene (25 mL) is added bromine (0.48 mL, 1.49 gram, 9.31 mmol) and the resulting solution is stirred at room temperature for two hours. Dichloromethane is added and the resulting solution is washed with aqueous NaHCO3 solution. The organic layer is dried over MgSO4, filtered and evaporated in vacuo to give 3.55 gram (quantitative yield) of 2-bromo-2-(4-chlorophenyl)-1-(2,4-dichlorophenyl)ethanone as a yellow oil (purity˜95% according to HPLC analysis). 1H-NMR (200 MHz, CDCl3): δ 7.00-7.50 (m, 7H), 6.16 (s, 1H).

Workup

  1. washthe resulting solution is washed with aqueous NaHCO3 solution
  2. dry with materialThe organic layer is dried over MgSO4
  3. filtrationfiltered
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-5f95e9b1577b42929692a33852042bd8
Source dataset
uspto-grants-2008_03
Patent number
US07342032B2

Reaction notes

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