HCID 57706637, compound → HCID 57706934, compound

HRID 1662549Notes

Reaction equation

HRID 1662549 reaction equation
[CH3:1][C:2]1([CH3:25])[C:6]([C:7]2[CH:12]=[C:11]([C:13]([O:15][CH3:16])=[O:14])[CH:10]=[CH:9][C:8]=2[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][CH3:24])[CH:18]=2)=[CH:5][CH2:4][CH2:3]1>CO.[Pd]>[CH3:1][C:2]1([CH3:25])[CH2:3][CH2:4][CH2:5][CH:6]1[C:7]1[CH:12]=[C:11]([C:13]([O:15][CH3:16])=[O:14])[CH:10]=[CH:9][C:8]=1[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][CH3:24])[CH:18]=1

Participants

4

Reactant 1

HCID 57706637HCID 57706637, compound

Product 1

HCID 57706934HCID 57706934, compoundYield 121.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a stirred solution of 83.28A (0.410 g, 1 mmol) in MeOH (5 mL) at 23° C. was added palladium on carbon (0.1 g, 1 mmol). The reaction was placed under an atmosphere of hydrogen and stirred for 18 hours. The reaction mixture was then filtered and the filtrate was concentrated in vacuo. The product was purified on silica gel (0-10% EtOAc in hexanes) to yield 83.28B as a colorless oil (0.410 g, 99% yield).

Workup

  1. filtrationThe reaction mixture was then filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe product was purified on silica gel (0-10% EtOAc in hexanes)

Sources & evidence

ORD record
ord-d55bd4b8fdeb49db85c30b985fa44d08
Source dataset
uspto-grants-2011_10
Patent number
US08030354B2

Reaction notes

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