1,2-Dibromoethane → HCID 131722447, compound

HRID 1531946Notes

Reaction equation

HRID 1531946 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([O:10][CH3:11])=[O:9])=[CH:4][C:3]=1[C:12]([O:14][CH3:15])=[O:13].C(=O)([O-])[O-].[K+].[K+].[Br:22][CH2:23][CH2:24]Br>CN(C)C=O>[Br:22][CH2:23][CH2:24][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([O:10][CH3:11])=[O:9])=[CH:4][C:3]=1[C:12]([O:14][CH3:15])=[O:13]

Participants

5

Reactant 3

HCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 80087Dimethyl 4-hydroxyisophthalate

Product 1

HCID 131722447HCID 131722447, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of the product of step (i) (5 g) and potassium carbonate (13.14 g) in dimethylformamide (100 ml) was treated with 1,2-dibromoethane (8.2 ml) and stirred overnight at room temperature. The mixture was partitioned between ethyl acetate and water. The organic phase was dried (MgSO4) and evaporated. Purified by chromatography eluting with 20% ethyl acetate in isohexane. Yield 4.6 g.

Workup

  1. customThe mixture was partitioned between ethyl acetate and water
  2. dry with materialThe organic phase was dried (MgSO4)
  3. customevaporated
  4. customPurified by chromatography
  5. washeluting with 20% ethyl acetate in isohexane

Sources & evidence

ORD record
ord-7f29cd4c02564d85b785a867f1294291
Source dataset
uspto-grants-2001_03
Patent number
US06200981B1

Reaction notes

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