Isopropyl iodide → HCID 13882872, compound

HRID 1649650Notes

Reaction equation

HRID 1649650 reaction equation
[Cl:1][C:2]([F:20])([F:19])[C:3]1[N:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([OH:18])[CH:4]=1.C([O-])([O-])=O.[K+].[K+].I[CH:28]([CH3:30])[CH3:29]>CC(C)=O>[Cl:1][C:2]([F:19])([F:20])[C:3]1[N:8]=[C:7]([C:9]([F:12])([F:10])[F:11])[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([O:18][CH:28]([CH3:30])[CH3:29])[CH:4]=1

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 178470033HCID 178470033, compound

Product 1

HCID 13882872HCID 13882872, compoundYield 88.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 15.0 g (0.047 mol) of product of Example 3, 6.5 g (0.047 mol) of K2CO3 and 5.2 ml (0.052 mol) of 2-iodopropane in 100 ml of acetone was stirred at reflux for 64 hours. The cooled reaction mixture was concentrated in vacuo. The residue was dissolved in ether, washed with H2O, dried (MgSO4), and concentrated in vacuo to a brown oil which was kugelrohr distilled at 68 Pa, pot temperature 90° C., affording 15.11 g (88.9%) of product as a clear oil, nD25 1.4405.

Workup

  1. temperatureat reflux for 64 hours
  2. customThe cooled reaction mixture
  3. concentrationwas concentrated in vacuo
  4. dissolutionThe residue was dissolved in ether
  5. washwashed with H2O
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated in vacuo to a brown oil which
  8. distillationwas kugelrohr distilled at 68 Pa, pot temperature 90° C.

Sources & evidence

ORD record
ord-0bf24f65c7bb47b18b67b82e7a14c3ab
Source dataset
uspto-grants-1990_05
Patent number
US04921530

Reaction notes

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