Ammonia → HCID 21942295, compound

HRID 2216350Notes

Reaction equation

HRID 2216350 reaction equation
[CH2:1]([C:8]1[CH:13]=[C:12](I)[CH:11]=[CH:10][C:9]=1[O:15][CH2:16][O:17][CH3:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:19]1[CH2:23][CH2:22][CH2:21][C:20]1=[O:24].C(=O)([O-])[O-].[K+].[K+].N>[Cu](I)I>[CH2:1]([C:8]1[CH:13]=[C:12]([N:19]2[CH2:23][CH2:22][CH2:21][C:20]2=[O:24])[CH:11]=[CH:10][C:9]=1[O:15][CH2:16][O:17][CH3:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 11430Potassium CarbonateHCID 120252-PyrrolidoneHCID 219423042-Benzyl-1-methoxymethyloxy-4-iodobenzene

Product 1

HCID 21942295HCID 21942295, compound

Reagents, catalysts & solvents 1

HCID 83717Copper iodideCatalyst

Conditions

Temperature
140 °C

Procedure

A mixture of 560 mg of 2-benzyl-1-methoxymethyloxy-4-iodobenzene (Production Example 4), 5 ml of 2-pyrrolidone, 90 mg of copper iodide (I), and 400 mg of anhydrous potassium carbonate was heated under stirring under nitrogen atmosphere on an oil bath at 140° C. for 8 hours. Aqueous ammonia was added to the reaction mixture, and the mixture was extracted with ethyl acetate. Then it was successively washed with water and brine, dried over anhydrous magnesium sulfate and then evaporated, to give 505 mg of the title compound.

Workup

  1. temperaturewas heated
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThen it was successively washed with water and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-a2a5a964c173455d96df6408bf6049e7
Source dataset
uspto-grants-2006_09
Patent number
US07112593B2

Reaction notes

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