Trityl chloride → HCID 18698776, compound

HRID 2289637Notes

Reaction equation

HRID 2289637 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[N:10]=[CH:11][NH:12][CH:13]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:21](Cl)([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][C:9]2[N:10]=[CH:11][N:12]([C:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)[C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH:13]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 178419397HCID 178419397, compound

Product 1

HCID 18698776HCID 18698776, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a cold (0° C.) solution of 4-(4-bromophenyloxy) imidazole (1.2 g, 5.0 mmol) and triethylamine (0.76 mL, 5.5 mmol) in DMF (5 mL) under an atmosphere of argon, solid trityl chloride (1.46 g, 5.3 mmol) was added. The resultant mixture was stirred at room temp overnight. The product mixture was concentrated onto silica gel, loaded onto a column of silica gel, and eluted with a mixture of 9:1 chloroform and acetone. Collection and concentration of appropriate fractions provided the titled compound as white powder.

Workup

  1. concentrationThe product mixture was concentrated onto silica gel
  2. washeluted with a mixture of 9:1 chloroform and acetone
  3. customCollection and concentration of appropriate fractions

Sources & evidence

ORD record
ord-dc371a7e1b0e4e1ab8f057698797ea48
Source dataset
uspto-grants-2000_07
Patent number
US06093737

Reaction notes

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