Sodium Acetate → HCID 71239791, compound

HRID 1508169Notes

Reaction equation

HRID 1508169 reaction equation
Br[CH2:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[C:5]([Cl:10])[C:4]=1[I:11].[C:12]([O-:15])(=[O:14])[CH3:13].[Na+]>CC(O)=O.C(Cl)Cl>[C:12]([O:15][CH2:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[C:5]([Cl:10])[C:4]=1[I:11])(=[O:14])[CH3:13]

Participants

5

Reactant 2

HCID 517045Sodium AcetateHCID 67057104HCID 67057104, compound

Product 1

HCID 71239791HCID 71239791, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 1-(bromomethyl)-3,5-dichloro-2-iodobenzene (1.29 mmol) [WO2011/027156] and sodium acetate (9.91 mmol) in 4 mL AcOH was heated to 100° C. for 1 h and then to 80° C. for 20 h. The mixture was diluted with DCM and extracted with water and brine. The organic layer was dried over MgSO4 and concentrated in vacuo. Purification by CC (KP-SIL™ from Biotage) using Hept to Hept/EtOAc (9/1) gives the desired compound as white solid.

Workup

  1. extractionextracted with water and brine
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated in vacuo
  4. customPurification by CC (KP-SIL™ from Biotage)

Sources & evidence

ORD record
ord-98ca45a3bbfe4d5b81c76f65c1247fe5
Source dataset
uspto-grants-2015_12
Patent number
US09221832B2

Reaction notes

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