Bromine → HCID 57558460, compound

HRID 1723975Notes

Reaction equation

HRID 1723975 reaction equation
[CH3:1][C:2]1([CH3:27])[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12](=[O:26])[CH2:13][C:14]3[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([O:24][CH3:25])[CH:15]=3)[CH:8]=2)[O:3]1.[Br:28]Br>C(Cl)(Cl)(Cl)Cl>[Br:28][CH:13]([C:14]1[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([O:24][CH3:25])[CH:15]=1)[C:12]([C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[O:3][C:2]([CH3:27])([CH3:1])[CH2:11][CH2:10]2)=[O:26]

Participants

4

Reactant 2

HCID 24408BromineHCID 9799516HCID 9799516, compound

Product 1

HCID 57558460HCID 57558460, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a solution of 1-(2,2-dimethyl-chroman-6-yl)-2-(3,4,5-trimethoxy-phenyl)-ethanone (37 g, 0.1 mol, Chemistry and Biology 2000, 7, 979) in carbon tetrachloride (300 mL) is added bromine (16.0 g, 0.1 mol) at such a rate to obtain a continuous discoloration of the reaction mixture. After the addition is complete (about 10 minutes), the reaction mixture is evaporated under reduced pressure to obtain 2-bromo-1-(2,2-dimethyl-chroman-6-yl)-2-(3,4,5-trimethoxy-phenyl)-ethanone, which is used in the next step without further purification.

Workup

  1. customto obtain a continuous discoloration of the reaction mixture
  2. additionAfter the addition
  3. custom(about 10 minutes)
  4. customthe reaction mixture is evaporated under reduced pressure

Sources & evidence

ORD record
ord-ac1031e67804442caa82850f616a089f
Source dataset
uspto-grants-2009_02
Patent number
US07485283B2

Reaction notes

Loading…