Sodium Chloride → HCID 54337658, compound

HRID 1602386Notes

Reaction equation

HRID 1602386 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[CH:5]([CH2:11][C:12]1[C:17]2[CH:18]=[CH:19][O:20][C:16]=2[C:15]([Cl:21])=[CH:14][CH:13]=1)C(OCC)=O)[CH3:2].[Cl-].[Na+]>CS(C)=O.O>[CH2:1]([O:3][C:4](=[O:22])[CH2:5][CH2:11][C:12]1[C:17]2[CH:18]=[CH:19][O:20][C:16]=2[C:15]([Cl:21])=[CH:14][CH:13]=1)[CH3:2]

Participants

5

Reactant 2

HCID 5234Sodium ChlorideHCID 53668681HCID 53668681, compound

Product 1

HCID 54337658HCID 54337658, compoundYield 66.6%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

A mixture of 2-(7-chloro-benzofuran-4-ylmethyl)-malonic acid diethyl ester (2.47 g) and sodium chloride (0.656 g) in DMSO (12 ml) and water (0.5 ml) was heated at 200° for 4 h under nitrogen. The cooled mixture was partitioned between water (80 ml) and ether (3×50 ml) and the combined organic extracts washed with brine (3×50 ml) and dried (MgSO4). The solvent was evaporated to give the title compound as a brown oil (1.28 g)

Workup

  1. temperaturewas heated at 200° for 4 h under nitrogen
  2. customThe cooled mixture was partitioned between water (80 ml) and ether (3×50 ml)
  3. washthe combined organic extracts washed with brine (3×50 ml)
  4. dry with materialdried (MgSO4)
  5. customThe solvent was evaporated

Sources & evidence

ORD record
ord-21e842bae4194dcc95a76f5d9d3b2d93
Source dataset
uspto-grants-1999_11
Patent number
US05981572

Reaction notes

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