Potassium Iodide → HCID 19775311, compound

HRID 1613190Notes

Reaction equation

HRID 1613190 reaction equation
[NH2:1][C:2]([CH3:6])([CH3:5])[CH2:3][OH:4].[CH3:7][O:8][C:9]1[CH:17]=[CH:16][C:12]([CH2:13][CH2:14]Br)=[CH:11][CH:10]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(#N)C>[CH3:7][O:8][C:9]1[CH:17]=[CH:16][C:12]([CH2:13][CH2:14][NH:1][C:2]([CH3:6])([CH3:5])[CH2:3][OH:4])=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 118072-Amino-2-methyl-1-propanolHCID 844271-(2-Bromoethyl)-4-methoxybenzene

Product 1

HCID 19775311HCID 19775311, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-amino-2-methylpropanol (4.46 g), 4-methoxyphenethyl bromide (10.76 g), potassium carbonate (13.8 g) and potassium iodide (8.3 g) in acetonitrile (100 ml) was heated under reflux for 20 hours and evaporated. The residue was partitioned between ethyl acetate and water and the organic layer was dried over sodium sulphate and evaporated. The residual solid was recrystallised from ethyl acetate/hexane to give the title compound (6.6 g, 60%), m.p. 114°-115°.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 20 hours
  3. customevaporated
  4. customThe residue was partitioned between ethyl acetate and water
  5. dry with materialthe organic layer was dried over sodium sulphate
  6. customevaporated
  7. customThe residual solid was recrystallised from ethyl acetate/hexane

Sources & evidence

ORD record
ord-74746d1b21d24fc2863c60133fc01493
Source dataset
uspto-grants-1993_03
Patent number
US05192765

Reaction notes

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