HCID 58755263, compound → Ethyl 2-(5-hydroxy-2,3-dihydro-1h-inden-1-yl)acetate

HRID 1163286Notes

Reaction equation

HRID 1163286 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)/[C:14](=[CH:18]/[C:19]([O:21][CH2:22][CH3:23])=[O:20])/[CH2:13][CH2:12]2)C1C=CC=CC=1>C(O)C.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[CH:14]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:13][CH2:12]2

Participants

4

Reactant 1

HCID 58755263HCID 58755263, compound

Product 1

HCID 23529437Ethyl 2-(5-hydroxy-2,3-dihydro-1h-inden-1-yl)acetateYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of ethyl (2E)-[5-(benzyloxy)-2,3-dihydro-1H-inden-1-ylidene]acetate (2.10 g, 6.81 mmol) in ethanol (20 mL) was added 10% palladium on carbon (50% water wet, 0.5 g), and the mixture was stirred under hydrogen atmosphere (balloon pressure) at room temperature for 24 hr. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (5%-30% ethyl acetate/hexane) to give the title compound (1.45 g, yield 97%) as a colorless oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (5%-30% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-0b11092002434cc08a708dd4d5310605
Source dataset
uspto-grants-2010_10
Patent number
US07820837B2

Reaction notes

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