Iodoethane → HCID 58086612, compound

HRID 253403Notes

Reaction equation

HRID 253403 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][O:7][C:8]2[C:9]([OH:16])=[C:10]([CH:13]=[CH:14][CH:15]=2)[CH:11]=[O:12])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].I[CH2:26][CH3:27].[Cl-].[NH4+]>C(#N)C>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][O:7][C:8]2[C:9]([O:16][CH2:26][CH3:27])=[C:10]([CH:13]=[CH:14][CH:15]=2)[CH:11]=[O:12])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 58086318HCID 58086318, compound

Product 1

HCID 58086612HCID 58086612, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
98 °C

Procedure

To a mixture of 3-(4-chloro-benzyloxy)-2-hydroxy-benzaldehyde (63, 110 mg, 0.42 mmol), potassium carbonate (150 mg, 1.1 mmol) in acetonitrile (8 mL) was added iodoethane (0.2 mL, 2.5 mmol) at room temperature. The mixture was stirred at 98° C. for 18 hours. The reaction mixture was poured into a solution of saturated ammonium chloride and was extracted with ethyl acetate. The organic layer was collected, washed with brine, and dried over magnesium sulfate. After removal of solvent, a light yellow solid was obtained (64, 116 mg, 95%).

Workup

  1. extractionwas extracted with ethyl acetate
  2. customThe organic layer was collected
  3. washwashed with brine
  4. dry with materialdried over magnesium sulfate
  5. customAfter removal of solvent
  6. customa light yellow solid was obtained (64, 116 mg, 95%)

Sources & evidence

ORD record
ord-ed3462f872dd4705bf8133fa0ab215a4
Source dataset
uspto-grants-2011_01
Patent number
US07872018B2

Reaction notes

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