Toluene → HCID 178425327, compound

HRID 713168Notes

Reaction equation

HRID 713168 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][P:5]([C:18]([C:20]1[C:25]([CH3:26])=[CH:24][C:23]([CH3:27])=[CH:22][C:21]=1[CH3:28])=[O:19])([C:7]([C:9]1[C:14]([CH3:15])=[CH:13][C:12]([CH3:16])=[CH:11][C:10]=1[CH3:17])=[O:8])=[O:6].C[C:30]1[NH:31][CH:32]=[CH:33][N:34]=1.[C:35]1(C)C=CC=CC=1>>[Br-:1].[CH3:17][C:10]1[CH:11]=[C:12]([CH3:16])[CH:13]=[C:14]([CH3:15])[C:9]=1[C:7]([P:5]([CH2:4][CH2:3][CH2:2][N+:34]1[CH:33]=[CH:32][N:31]([CH3:35])[CH:30]=1)([C:18](=[O:19])[C:20]1[C:25]([CH3:26])=[CH:24][C:23]([CH3:27])=[CH:22][C:21]=1[CH3:28])=[O:6])=[O:8]

Participants

4

Reactant 3

HCID 1140TolueneHCID 127492-MethylimidazoleHCID 66769729HCID 66769729, compound

Product 1

HCID 178425327HCID 178425327, compound

Conditions

Temperature
50 °C

Procedure

((3-Bromopropyl)-phosphoryl)bis(mesitylmethanone) of example 5 (825 mg, 1.78 mmol, 1 eq.) and methylimidazol (0.15 mL, 155 mg, 1.89 mmol, 1.06 eq.) were dissolved in toluene (2 mL). The solution was stirred for 24 h at 50° C. A yellow precipitate was formed. The solution was decanted and the yellow solid was washed three times with 2 mL toluene. The microcrystalline product was dried for two hours in vacuo.

Workup

  1. customA yellow precipitate was formed
  2. customThe solution was decanted
  3. washthe yellow solid was washed three times with 2 mL toluene
  4. customThe microcrystalline product was dried for two hours in vacuo

Sources & evidence

ORD record
ord-4cdf47b3fb0b44ce9814d6da67f931f4
Source dataset
uspto-grants-2015_11
Patent number
US09181358B2

Reaction notes

Loading…