Bromine → HCID 15621733, compound

HRID 1282468Notes

Reaction equation

HRID 1282468 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[CH:10][CH3:11])=[CH:5][CH:4]=1.[Br:20]Br>ClCCCl>[CH3:19][O:18][C:15]1[CH:14]=[CH:13][C:12]([C:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)=[C:10]([Br:20])[CH3:11])=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 2523441,1'-(Prop-1-ene-1,1-diyl)bis(4-methoxybenzene)

Product 1

HCID 15621733HCID 15621733, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent2×

Conditions

Temperature
-20 °C

Procedure

Into a reactor were introduced 2.50 g (9.82 mmol) of the 1,1-bis(4-methoxyphenyl)propene and 25 mL of 1,2-dichloroethane under a nitrogen atmosphere. The contents were cooled to −20° C. A mixture of 1.57 g (9.82 mmol) of bromine and 13 mL of 1,2-dichloroethane was gradually added dropwise thereto, and the resultant mixture was stirred overnight at room temperature. This reaction mixture was washed with saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride solution and then dried with anhydrous magnesium sulfate. Thereafter, the solvent was removed under reduced pressure to obtain 3.26 g (100%) of the target compound as a light-yellow oily substance.

Workup

  1. additionwas gradually added dropwise
  2. washThis reaction mixture was washed with saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride solution
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customThereafter, the solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-9325877258464d57abc97e2bf307d258
Source dataset
uspto-grants-2002_09
Patent number
US06455720B1

Reaction notes

Loading…