HCID 54164066, compound → HCID 18986901, compound

HRID 2397056Notes

Reaction equation

HRID 2397056 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[C:6]([CH:14]=1)[CH:7]=[CH:8][C:9]([O:11][CH2:12][CH3:13])=[O:10].[H][H]>C(OCC)(=O)C.[Pt](=O)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:15][CH2:16][CH2:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[C:6]([CH2:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:14]=1

Participants

5

Reactant 2

HCID 54164066HCID 54164066, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18986901HCID 18986901, compoundYield 93.9%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8857Ethyl AcetateSolvent

Procedure

570 mg of platinum dioxide was suspended in a solution of 11.39 g of the crude ethyl 5-chloro-2-(2-phenylethoxy)cinnamate in 80 ml of ethyl acetate and stirred in a hydrogen gas stream at room temperature for 4.5 hours. Filtering through Celite and evaporating under reduced pressure gave 10.76 g of crude ethyl 3-[5-chloro-2-(2-phenylethoxy)phenyl]propionate. This compound was not purified any more but used in the subsequent reaction as such.

Workup

  1. filtrationFiltering through Celite
  2. customevaporating under reduced pressure

Sources & evidence

ORD record
ord-68e86cd0c1784c0c89a5ef85fd48c537
Source dataset
uspto-grants-1996_02
Patent number
US05495046

Reaction notes

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