HCID 68590844, compound → HCID 68592125, compound

HRID 1429181Notes

Reaction equation

HRID 1429181 reaction equation
[CH2:1]([O:3][C:4]([C:6]1([NH:11][C:12]([CH:14]2[CH2:18][CH:17]([O:19][C:20]3[CH:25]=[C:24]([O:26][CH3:27])[N:23]=[C:22]([O:28][CH3:29])[N:21]=3)[CH2:16][CH:15]2[C:30](=[O:39])[N:31]([CH2:33][CH2:34][CH2:35][CH2:36][CH:37]=C)[CH3:32])=[O:13])[CH2:8][CH:7]1[CH:9]=C)=[O:5])[CH3:2]>CC1C=C(C)C(N2C(=[Ru](Cl)(Cl)=CC3C=CC=CC=3OC(C)C)N(C3C(C)=CC(C)=CC=3C)CC2)=C(C)C=1.ClCCCl>[CH2:1]([O:3][C:4]([C:6]12[CH2:8][CH:7]1[CH:9]=[CH:37][CH2:36][CH2:35][CH2:34][CH2:33][N:31]([CH3:32])[C:30](=[O:39])[CH:15]1[CH:14]([CH2:18][CH:17]([O:19][C:20]3[CH:25]=[C:24]([O:26][CH3:27])[N:23]=[C:22]([O:28][CH3:29])[N:21]=3)[CH2:16]1)[C:12](=[O:13])[NH:11]2)=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 68590844HCID 68590844, compound

Product 1

HCID 68592125HCID 68592125, compoundYield 49.1%

Reagents, catalysts & solvents 2

HCID 11763533(1,3-Bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene)(dichloro)((2-((propan-2-yl)oxy)phenyl)methylidene)rutheniumCatalystHCID 111,2-DichloroethaneSolvent

Procedure

The diolefin 18e (0.73 g, 1.34 mmol) was reacted with Hoveyda Grubbs 2nd generation catalyst (100 mg) in DCE (700 ml) according to the procedure described in Example 13 step d. Purification by column chromatography on silica gel gave the title compound, (0.34 g, 49%), (M+H)+517.

Workup

  1. customPurification by column chromatography on silica gel

Sources & evidence

ORD record
ord-1af6125dbdbd49838f44333fcf6ae60a
Source dataset
uspto-grants-2015_01
Patent number
US08937080B2

Reaction notes

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