Methyl 3-[4-(2-chloroethoxy)phenyl]-2-ethoxy-2-propenoate → Methyl 3-[4-(2-chloroethoxy)phenyl]-2-ethoxypropanoate

HRID 1790239Notes

Reaction equation

HRID 1790239 reaction equation
[Cl:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[C:12]([O:17][CH2:18][CH3:19])[C:13]([O:15][CH3:16])=[O:14])=[CH:7][CH:6]=1>[Pd].O1CCCC1>[Cl:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:11][CH:12]([O:17][CH2:18][CH3:19])[C:13]([O:15][CH3:16])=[O:14])=[CH:9][CH:10]=1

Participants

4

Reactant 1

HCID 69597529Methyl 3-[4-(2-chloroethoxy)phenyl]-2-ethoxy-2-propenoate

Product 1

HCID 11616212Methyl 3-[4-(2-chloroethoxy)phenyl]-2-ethoxypropanoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To 100 ml of tetrahydrofuran add the compound obtained in Step A (0.0175 mol) and then palladium-on-carbon (0.2 g). Stir at ambient temperature under hydrogen for 1 day. Filter off the palladium-on-carbon and then evaporate the filtrate. The oily product is purified on a column of silica gel using the eluant mixture: petroleum ether/dichloromethane (1/1). The title compound is obtained in the form of an oil.

Workup

  1. filtrationFilter off the palladium-on-carbon
  2. customevaporate the filtrate
  3. customThe oily product is purified on a column of silica gel using the eluant mixture

Sources & evidence

ORD record
ord-7b19f6cc62aa46e2873a435775cda091
Source dataset
uspto-grants-2006_07
Patent number
US07071221B2

Reaction notes

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