Ethanol → HCID 17861281, compound

HRID 1294099Notes

Reaction equation

HRID 1294099 reaction equation
C([O:8][C:9]1[CH:10]=[CH:11][C:12]([O:22][CH2:23][CH3:24])=[C:13](/[CH:15]=[CH:16]/[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:14]=1)C1C=CC=CC=1.C(O)C>[C].[Pd].O1CCCC1>[CH2:23]([O:22][C:12]1[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][C:13]=1[CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH3:24]

Participants

5

Reactant 2

HCID 702EthanolHCID 86591560HCID 86591560, compound

Product 1

HCID 17861281HCID 17861281, compoundYield 96.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl (E)-3-(5-benzyloxy-2-ethoxyphenyl)-2-propenoate (1.85 g), 5% palladium carbon (3.0 g), ethanol (50 mL) and tetrahydrofuran (30 mL) was subjected to catalytic hydrogenation at room temperature and 1 atm. After filtering off the catalyst, the solvents were evaporated under reduced pressure. The obtained residue was subjected to silica gel column chromatography to give ethyl 3-(2-ethoxy-5-hydroxyphenyl)propionate as a colorless oil (1.30 g, 96%) from a fraction eluted with ethyl acetate-hexane (1:4, v/v).

Workup

  1. customwas subjected to catalytic hydrogenation at room temperature
  2. filtrationAfter filtering off the catalyst
  3. customthe solvents were evaporated under reduced pressure

Sources & evidence

ORD record
ord-8e2c7cbc8db44b489ba7583787ead82a
Source dataset
uspto-grants-2007_07
Patent number
US07238716B2

Reaction notes

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