Bromine → HCID 23296012, compound

HRID 1954284Notes

Reaction equation

HRID 1954284 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([CH2:13][CH3:14])[CH:7]=1)=[O:5].[Br:19]Br>C(Cl)Cl.N1C=CC=CC=1>[Br:19][C:10]1[CH:11]=[C:6]([C:4](=[O:5])[C:3]2[CH:15]=[CH:16][CH:17]=[CH:18][C:2]=2[Cl:1])[CH:7]=[C:8]([CH2:13][CH3:14])[C:9]=1[OH:12]

Participants

5

Reactant 2

HCID 24408BromineHCID 23296008HCID 23296008, compound

Product 1

HCID 23296012HCID 23296012, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 1049PyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

At ambient temperature, to a stirred solution containing 4-(2-chlorobenzoyl)-2-ethylphenol (13.62 g, 52.24 mmol) and pyridine (0.25 mL, 3.23 mmol) in CH2Cl2 (870 mL) was added dropwise bromine (3.3 mL, 62.29 mmol). After 48 h, the reaction was washed with 10% aq. Na2SO4 (1×180 mL), H2O (2×350 mL), brine (1×300 mL), dried (Na2SO4) and concentrated to give 16.50 g (93%) of the title compound. 1H NMR: consistent.

Workup

  1. washthe reaction was washed with 10% aq. Na2SO4 (1×180 mL), H2O (2×350 mL), brine (1×300 mL)
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-5eb377e2fdef4efe8aa60259148da72f
Source dataset
uspto-grants-2000_09
Patent number
US06121271

Reaction notes

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