HCID 23078221, compound → HCID 23078153, compound

HRID 1455782Notes

Reaction equation

HRID 1455782 reaction equation
[NH2:1][CH:2]([CH2:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([O:29][CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[CH:24]=2)=[CH:18][C:17]=1[Cl:37])[CH2:3][O:4][C:5](=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(Cl)Cl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[C:5]([O:4][CH2:3][CH:2]([NH:1][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([O:29][CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[CH:24]=2)=[CH:18][C:17]=1[Cl:37])(=[O:12])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 1

HCID 23078221HCID 23078221, compound

Product 1

HCID 23078153HCID 23078153, compoundYield 145.7%

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 6344DichloromethaneSolvent

Procedure

The compound of Example 128-1 (670 mg) was dissolved in methylene chloride (30 mL). To this solution, Ph3Bi(OAc)2 (558 mg) and copper acetate (10 mg) were added and the mixture was stirred at room temperature for 1 day. Subsequently, the solvent was removed and the residue was purified on a silica gel column chromatography (hexane:ethyl acetate=4:1) to give the desired product as a colorless oil (560 mg).

Workup

  1. customSubsequently, the solvent was removed
  2. customthe residue was purified on a silica gel column chromatography (hexane:ethyl acetate=4:1)

Sources & evidence

ORD record
ord-b027f08c67b44fa0a4461a8f60b78de5
Source dataset
uspto-grants-2009_01
Patent number
US07482491B2

Reaction notes

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