Potassium Hydroxide → HCID 67439824, compound

HRID 1664215Notes

Reaction equation

HRID 1664215 reaction equation
C[O:2][C:3](=[O:19])[C:4]1[CH:14]=[C:13]([O:15][CH2:16][CH:17]=[CH2:18])[CH:12]=[C:6]([C:7]([N:9]([CH3:11])[CH3:10])=[O:8])[CH:5]=1.[OH-].[K+]>C1COCC1.CO>[CH2:16]([O:15][C:13]1[CH:12]=[C:6]([C:7]([N:9]([CH3:11])[CH3:10])=[O:8])[CH:5]=[C:4]([CH:14]=1)[C:3]([OH:19])=[O:2])[CH:17]=[CH2:18]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 67441835HCID 67441835, compound

Product 1

HCID 67439824HCID 67439824, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a solution of 2 g (7.6 mmol) of 5-allyloxy-N,N-dimethyl-isophthalamic acid methyl ester in 16.8 ml of THF/MeOH (1:1) 8.4 ml of 1 M KOH (1.1 eq.) are added at 0° C. The mixture is stirred at rt for 3 h. The organic solvents are removed under reduced pressure, and the aqueous phase is acidified with HCl to pH 2 and extracted with DCM/EtOH (80:20) (2×38 ml). The combined organic layers are washed with 8 ml of water, dried over sodium sulfate and evaporated to give the product in the form of a colorless solid (m.p.: 93-95° C.).

Workup

  1. customThe organic solvents are removed under reduced pressure
  2. extractionextracted with DCM/EtOH (80:20) (2×38 ml)
  3. washThe combined organic layers are washed with 8 ml of water
  4. dry with materialdried over sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-b63fb9b46aa4415eb5ceffe93a86b0f8
Source dataset
uspto-grants-2011_10
Patent number
US08039455B2

Reaction notes

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