HCID 57705786, compound → HCID 57706329, compound

HRID 1662541Notes

Reaction equation

HRID 1662541 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]=[C:21]([F:23])[CH:20]=[CH:19][C:18]=2[F:24])=[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]=[C:21]([F:23])[CH:20]=[CH:19][C:18]=1[F:24]

Participants

4

Reactant 1

HCID 57705786HCID 57705786, compound

Product 1

HCID 57706329HCID 57706329, compoundYield 122%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a stirred solution of 83.25A (0.420 g, 1 mmol) in MeOH (5 mL) at 23° C. was added palladium on carbon (0.1 g). The reaction was placed under an atmosphere of hydrogen and stirred for 18 hours. The reaction mixture was then filtered and concentrated in vacuo. The product was purified on silica gel (0-10% EtOAc in hexanes) to yield 83.25B as a colorless oil (0.420 g, 99% yield)

Workup

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

Sources & evidence

ORD record
ord-a1882cde59ca4c098b1a04de062e0c83
Source dataset
uspto-grants-2011_10
Patent number
US08030354B2

Reaction notes

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