Water → HCID 58269368, compound

HRID 2046508Notes

Reaction equation

HRID 2046508 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]1[CH2:14][C:13](=[O:15])[CH2:12][C:11](=[O:16])[CH2:10]1.[C:17]([O-])(=[O:19])[CH3:18].[Na+].O>C(OC(=O)C)(=O)C>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]1[CH2:10][C:11]([O:16][C:17](=[O:19])[CH3:18])=[CH:12][C:13](=[O:15])[CH2:14]1

Participants

5

Reactant 3

HCID 962WaterHCID 517045Sodium AcetateHCID 53406894HCID 53406894, compound

Product 1

HCID 58269368HCID 58269368, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
100 °C

Procedure

The title compound was prepared reacting 5-(2-bromo-4-fluoro-phenyl)-cyclohexane-1,3-dione (example 1/f stage 2) (5 g, 17.4 mmol) and sodium acetate (1.42 g, 17.4 mmol) in neat acetic anhydride (30 ml). The reaction mixture was heated for 2 h at 100° C. and allowed to cool to ambient temperature whereupon water (60 ml) was added. The mixture was extracted with EtOAc (2×80 ml) and the combined organic layers washed with sat aq sodium bicarbonate until the pH was neutral. Then the organics were dried over sodium sulphate, filtered, and the solvent removed in vacuo.

Workup

  1. additionwas added
  2. extractionThe mixture was extracted with EtOAc (2×80 ml)
  3. washthe combined organic layers washed with sat aq sodium bicarbonate until the pH
  4. dry with materialThen the organics were dried over sodium sulphate
  5. filtrationfiltered
  6. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-a16dda702ad24466b075a312b3fcdc4e
Source dataset
uspto-grants-2013_11
Patent number
US08592430B2

Reaction notes

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