HCID 86685692, compound → HCID 86685691, compound

HRID 536568Notes

Reaction equation

HRID 536568 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:20][CH2:21]/[C:22](/[CH3:25])=[CH:23]/[CH3:24])=[C:6]([CH:19]=1)[CH2:7][N:8]1[C:12]([CH3:13])=[CH:11][C:10]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[N:9]1>CCOC(C)=O.CCCC(C)C.O=[Pt]=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:20][CH2:21][CH:22]([CH3:25])[CH2:23][CH3:24])=[C:6]([CH:19]=1)[CH2:7][N:8]1[C:12]([CH3:13])=[CH:11][C:10]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[N:9]1

Participants

5

Reactant 1

HCID 86685692HCID 86685692, compound

Product 1

HCID 86685691HCID 86685691, compound

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 78922-MethylpentaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

A suspension of 24 (0.1 g, 0.24 mmol) and PtO2 (0.02 g) in EtOAc (10 mL) and isohexane (10 mL), previously purged with nitrogen, was stirred under a hydrogen atmosphere (balloon) at RT for 90 min. The catalyst was removed by filtration through Hyflo, the filtrate was evaporated to dryness and the residue was purified on silica to yield the title compound 25, 0.027 g (26%).

Workup

  1. custompreviously purged with nitrogen
  2. customThe catalyst was removed by filtration through Hyflo
  3. customthe filtrate was evaporated to dryness
  4. customthe residue was purified on silica

Sources & evidence

ORD record
ord-5dc1a95f534840b0b9125819ca8bdcbe
Source dataset
uspto-grants-2014_10
Patent number
US08859606B2

Reaction notes

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