Tetrahydrofuran → HCID 68763401, compound

HRID 1864944Notes

Reaction equation

HRID 1864944 reaction equation
[CH2:1]([N:3]([CH2:16][CH3:17])[C:4](=[O:15])[CH:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:6]([OH:8])=[O:7])[CH3:2].[OH-].[K+].[O:20]1CCC[CH2:21]1>>[CH2:16]([N:3]([CH2:1][CH3:2])[C:4](=[O:15])[C:5]([CH2:21][OH:20])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:6]([OH:8])=[O:7])[CH3:17]

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 68762772HCID 68762772, compound

Product 1

HCID 68763401HCID 68763401, compound

Procedure

The phenylmalonic acid diethylamide (2.34 g) obtained in Example 1-b) and paraformamide (390 mg) were suspended in tetrahydrofuran (20 ml), and to this suspension was added potassium hydroxide (catalytic amount) at 60° C. The mixture was stirred for 5 hours and concentrated to remove the solvent. The residue was chromatographed on a column of silica gel with ethyl acetate:hexane=1:1 to give the title compound (2.31 g).

Workup

  1. concentrationconcentrated
  2. customto remove the solvent
  3. customThe residue was chromatographed on a column of silica gel with ethyl acetate

Sources & evidence

ORD record
ord-4071802bc5564d2d96e0cc344f9d3da9
Source dataset
uspto-grants-2009_12
Patent number
US07625948B2

Reaction notes

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