HCID 59600214, compound → HCID 66841605, compound

HRID 1929019Notes

Reaction equation

HRID 1929019 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH2:7][CH2:8][N:9]2[C:14](=[O:15])[CH2:13][O:12][CH2:11][C:10]=12)=[O:5])[CH3:2]>C(O)(=O)C.C(Cl)Cl.[Pt](=O)=O>[CH2:1]([O:3][C:4]([CH:6]1[CH:10]2[CH2:11][O:12][CH2:13][C:14](=[O:15])[N:9]2[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

5

Reactant 1

HCID 59600214HCID 59600214, compound

Product 1

HCID 66841605HCID 66841605, compoundYield 102.2%

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 68 (1.056 g, 5.0 mmol) in 25 ml of acetic acid is hydrogenated over 1.056 g of platinum dioxide at RT and normal pressure for 18 hours. The black suspension is diluted with 20 ml of DCM and filtered through a pad of celite. The filtrate is evaporated to give 1.09 g of a yellow oil which is purified by chromatography (Silica gel 60, 0.063-0.2 mesh, ethyl acetate/ethanol 9:1).

Workup

  1. filtrationfiltered through a pad of celite
  2. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-1aff547ee02e469c8e4168ad9514da42
Source dataset
uspto-grants-2012_05
Patent number
US08183366B2

Reaction notes

Loading…