Isopropyl iodide → HCID 23072939, compound

HRID 1436666Notes

Reaction equation

HRID 1436666 reaction equation
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:13]=[C:12]([OH:14])[CH:11]=[C:6]([C:7]([O:9][CH3:10])=[O:8])[CH:5]=1.I[CH:17]([CH3:19])[CH3:18].C(=O)([O-])[O-].[K+].[K+].[Cl-].[NH4+]>CC(C)=O.C(OCC)(=O)C>[CH3:10][O:9][C:7](=[O:8])[C:6]1[CH:11]=[C:12]([O:14][CH:17]([CH3:19])[CH3:18])[CH:13]=[C:4]([C:3]([O:2][CH3:1])=[O:15])[CH:5]=1

Participants

7

Reactant 4

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 830651,3-Benzenedicarboxylic acid, 5-hydroxy-, 1,3-dimethyl ester

Product 1

HCID 23072939HCID 23072939, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Stir 5-hydroxy-isophthalic acid dimethyl ester (4 g, 19.0 mmol), 2-iodopropane (10.2 mL, 101 mmol), and potassium carbonate (4 g, 28.9 mmol) in acetone (20 mL) at 60° C. overnight. Cool to room temperature and pour into ethyl acetate (100 mL) and 5% aqueous ammonium chloride solution (100 mL). Separate the organic layer and wash it with water, saturated aqueous sodium chloride, dry (sodium sulfate), and concentrate to give the title compound and which is used directly in the next step without further purification.

Workup

  1. customSeparate the organic layer
  2. washwash it with water, saturated aqueous sodium chloride
  3. dry with materialdry (sodium sulfate)
  4. concentrationconcentrate

Sources & evidence

ORD record
ord-7b6431214fe84aa8a2872f681eb1979a
Source dataset
uspto-grants-2009_11
Patent number
US07618978B2

Reaction notes

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