HCID 29938143, compound → Ethyl 3-(2,3-dihydrobenzofuran-5-yl)propanoate

HRID 1699745Notes

Reaction equation

HRID 1699745 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8](/[CH:10]=[CH:11]/[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:9][C:4]=2[CH2:3][CH2:2]1>C(O)(=O)C.[Pd]>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:9][C:4]=2[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 29938143HCID 29938143, compound

Product 1

HCID 11053175Ethyl 3-(2,3-dihydrobenzofuran-5-yl)propanoateYield 97.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of ethyl (E)-3-(2,3-dihydrobenzofuran-5-yl)-2-propenoate (160.0 g, 733 mmols) in acetic acid (960 mL) was added 5% palladium on activated carbon (32.0 g, 50% hydrous). The mixture was stirred at 50° C. for 3.5 hours under hydrogen atmosphere (ambient pressure). The catalyst was filtered off and the filtrate containing 156.7 g (yield: 97%) of the title compound was obtained which was provided to the next step.

Workup

  1. filtrationThe catalyst was filtered off

Sources & evidence

ORD record
ord-af9390a91e1040e09408771235e18749
Source dataset
uspto-grants-2002_02
Patent number
US06348485B1

Reaction notes

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