Toluene → HCID 69214809, compound

HRID 2182594Notes

Reaction equation

HRID 2182594 reaction equation
C(C1C=CC=CC=1[C:9]1[CH:34]=[CH:33][C:12]([CH2:13][C:14]23[C:22](=[O:23])[N:21]([C:24]4[CH:29]=[C:28]([Cl:30])[CH:27]=[C:26]([Cl:31])[CH:25]=4)[C:20](=[O:32])[N:19]2[CH2:18][CH2:17][CH2:16][CH2:15]3)=[CH:11][CH:10]=1)=O.C1(P(=[CH:54][C:55]([O:57][CH3:58])=[O:56])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:59]1([CH3:65])[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=1>>[CH3:58][O:57][C:55]([CH:54]=[CH:65][C:59]1[CH:64]=[CH:63][CH:62]=[CH:61][C:60]=1[C:9]1[CH:10]=[CH:11][C:12]([CH2:13][C:14]23[C:22](=[O:23])[N:21]([C:24]4[CH:29]=[C:28]([Cl:30])[CH:27]=[C:26]([Cl:31])[CH:25]=4)[C:20](=[O:32])[N:19]2[CH2:18][CH2:17][CH2:16][CH2:15]3)=[CH:33][CH:34]=1)=[O:56]

Participants

4

Reactant 3

HCID 1140TolueneHCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 22479142HCID 22479142, compound

Product 1

HCID 69214809HCID 69214809, compound

Procedure

A mixture of 6-[4-(2-formylphenyl)benzyl]-8-(3,5-dichlorophenyl)-1,8-diazabicyclo(4.3.0]nonane-7,9-dione (0.205 g) and methyl (triphenylphosphoranylidene)acetate (0.223 g) in toluene (5 mL) was refluxed for 8 hours. The mixture was evaporated and the residue was purified by chromatography (Silica gel: EtOAc/hexane: 1/4 to 1/3, Chromatotron) to afford the titled compound (0.229 g). MS (m/z) 571(M++Na).

Workup

  1. temperaturewas refluxed for 8 hours
  2. customThe mixture was evaporated
  3. customthe residue was purified by chromatography (Silica gel: EtOAc/hexane: 1/4 to 1/3, Chromatotron)

Sources & evidence

ORD record
ord-6e2687618a074446b9a327dd33e35f0a
Source dataset
uspto-grants-2005_05
Patent number
US06897225B1

Reaction notes

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