HCID 67409937, compound → HCID 18766548, compound

HRID 480690Notes

Reaction equation

HRID 480690 reaction equation
[CH2:1]([O:3][C:4]([CH:6]=[CH:7][C:8]1[CH:9]=[C:10]([CH:22]=[CH:23][CH:24]=1)[O:11][C:12]([CH3:21])([CH3:20])[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[O:5])[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4]([CH2:6][CH2:7][C:8]1[CH:9]=[C:10]([CH:22]=[CH:23][CH:24]=1)[O:11][C:12]([CH3:21])([CH3:20])[C:13]([O:15][C:16]([CH3:17])([CH3:18])[CH3:19])=[O:14])=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 67409937HCID 67409937, compound

Product 1

HCID 18766548HCID 18766548, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

tert-Butyl 2-[3-[2-(ethoxycarbonyl)ethenyl]phenoxy]-2-methylpropionate (39.1 g, 0.12 mol) was dissolved in ethanol. Subsequently, 10% palladium in carbon (3.9 g) was added thereto, the mixture was stirred under hydrogen atmosphere overnight at room temperature. The resultant mixture was subjected to filtration by use of Celite, concentration under reduced pressure, and purification by silica gel chromatography (n-hexane/ethyl acetate=20/1), whereby the target compound was obtained (37.1 g, 94%).

Workup

  1. filtrationThe resultant mixture was subjected to filtration by use of Celite, concentration under reduced pressure, and purification by silica gel chromatography (n-hexane/ethyl acetate=20/1), whereby the target compound
  2. customwas obtained (37.1 g, 94%)

Sources & evidence

ORD record
ord-af61da1d5db742d9904a81057fa19f25
Source dataset
uspto-grants-2003_11
Patent number
US06653334B1

Reaction notes

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