HCID 57542014, compound → HCID 57541912, compound

HRID 2422232Notes

Reaction equation

HRID 2422232 reaction equation
[C:1]1(/[CH:7]=[CH:8]/[C:9]2[CH:10]=[C:11]([CH2:15][O:16][C:17]3[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][C:25]([O:27][CH3:28])=[O:26])=[CH:19][CH:18]=3)[CH:12]=[CH:13][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.O1CCCC1.[Pt]=O>[C:1]1([CH2:7][CH2:8][C:9]2[CH:10]=[C:11]([CH2:15][O:16][C:17]3[CH:18]=[CH:19][C:20]([CH2:23][CH2:24][C:25]([O:27][CH3:28])=[O:26])=[CH:21][CH:22]=3)[CH:12]=[CH:13][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 1

HCID 57542014HCID 57542014, compound

Product 1

HCID 57541912HCID 57541912, compoundYield 59%

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 4-[[3-((E)-2-phenylethenyl) phenyl]methoxy]benzenepropanoate (0.35 g, 0.95 mmol) in methanol (15 mL) and tetrahydrofuran (25 mL) was added platinum oxide (0.018 g, 0.078 mmol), and the mixture was stirred under a hydrogen atmosphere at room temperature for 18 hrs. The catalyst was filtered off, and the filtrate was concentrated. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=15:1) to give the title compound (0.21 g, yield 58%). oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=15:1)

Sources & evidence

ORD record
ord-538ea37485cc4f35a829b5ef325d7708
Source dataset
uspto-grants-2011_06
Patent number
US07960369B2

Reaction notes

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