Trityl chloride → HCID 14913644, compound

HRID 1440232Notes

Reaction equation

HRID 1440232 reaction equation
[O:1]1[CH2:5][C:4](=[O:6])[NH:3][C:2]1=[O:7].C(N(CC)CC)C.[C:15]1([C:21]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)Cl)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(Cl)(Cl)Cl.C(OCC)(=O)C>[C:15]1([C:21]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[N:3]2[C:4](=[O:6])[CH2:5][O:1][C:2]2=[O:7])[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

6

Reactant 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 973892,4-Oxazolidinedione

Product 1

HCID 14913644HCID 14913644, compoundYield 88.3%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 600 mg of 2,4-oxazolidinedione and 601 mg of triethylamine in 7.0 ml of chloroform was added 1.66 g of triphenyl chloromethane and the reaction mixture stirred at room temperature for 30 minutes. The resulting mixture was dissolved in 250 ml of ethyl acetate and washed with water (3×50 ml) and brine (2×20 ml) and dried over sodium sulfate. Removal of the solvent gave 1.8 g of the desired product.

Workup

  1. washwashed with water (3×50 ml) and brine (2×20 ml)
  2. dry with materialdried over sodium sulfate
  3. customRemoval of the solvent

Sources & evidence

ORD record
ord-f76151ad0dd84214a6194e125fc0e922
Source dataset
uspto-grants-1996_03
Patent number
US05498621

Reaction notes

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