Carbon tetrabromide → HCID 59235064, compound

HRID 1919763Notes

Reaction equation

HRID 1919763 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:20]([Br:24])(Br)(Br)Br.OC[C:27]#[C:28][CH2:29][N:30]1[C:34](=[O:35])[C:33]([CH3:46])([C:36]2[CH:41]=[CH:40][C:39]([O:42][CH:43]([CH3:45])[CH3:44])=[CH:38][CH:37]=2)[NH:32][C:31]1=[O:47]>ClCCl>[Br:24][CH2:20][C:27]#[C:28][CH2:29][N:30]1[C:34](=[O:35])[C:33]([CH3:46])([C:36]2[CH:41]=[CH:40][C:39]([O:42][CH:43]([CH3:44])[CH3:45])=[CH:38][CH:37]=2)[NH:32][C:31]1=[O:47]

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 59235015HCID 59235015, compound

Product 1

HCID 59235064HCID 59235064, compoundYield 87.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triphenylphosphine (196 mg) and carbon tetrabromide (247 mg) were added to a mixed solution of 3-(4-hydroxy-2-butynyl)-5-methyl-5-[4-(1-methylethoxy)phenyl]imidazolidine-2,4-dione (157 mg, 498 μmol) in dichloromethane (10 mL) at room temperature. After completion of the reaction, the solvent was evaporated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 165 mg of the title compound (yield: 87%) as a colorless oil.

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was evaporated
  3. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-f8253728920c43468305514d68ff4b6a
Source dataset
uspto-grants-2012_05
Patent number
US08168666B2

Reaction notes

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