HCID 66758637, compound → HCID 86585735, compound

HRID 1635546Notes

Reaction equation

HRID 1635546 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:34])[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH:16]=[C:17]3[C:27]4[C:22](=[N:23][CH:24]=[CH:25][CH:26]=4)[O:21][C:20]4[CH:28]=[CH:29][CH:30]=[C:31]([CH2:32][OH:33])[C:19]=4[CH2:18]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1>C(Cl)Cl.C(OCC)(=O)C.[O-2].[Mn+4].[O-2]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:34])[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH:16]=[C:17]3[C:27]4[C:22](=[N:23][CH:24]=[CH:25][CH:26]=4)[O:21][C:20]4[CH:28]=[CH:29][CH:30]=[C:31]([CH:32]=[O:33])[C:19]=4[CH2:18]3)[CH2:12][CH2:13]2)=[CH:4][CH:3]=1

Participants

5

Reactant 1

HCID 66758637HCID 66758637, compound

Product 1

HCID 86585735HCID 86585735, compoundYield 93.4%

Reagents, catalysts & solvents 3

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of the product of example 274 (1.0 g) in methylene chloride(200 ml) was added manganese(IV) oxide(3.0 g), and the suspension was stirred at ambient temperature for 12 hours. The reaction mixture was diluted with ethyl acetate and filtered through Celite. The solvent was evaporated under reduced pressure to give the titled compound(930 mg).

Workup

  1. filtrationfiltered through Celite
  2. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-822a3ff7b746448d969c9887a0535429
Source dataset
uspto-grants-2003_01
Patent number
US06509346B2

Reaction notes

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