Acetic acid, (1,3-dihydro-2H-inden-2-ylidene)-, ethyl ester → Ethyl 2-(2,3-dihydro-1H-inden-2-yl)acetate

HRID 51010Notes

Reaction equation

HRID 51010 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=[CH:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]>CCOC(C)=O.[Pd]>[CH2:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:1][CH:2]1[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]

Participants

4

Reactant 1

HCID 10631946Acetic acid, (1,3-dihydro-2H-inden-2-ylidene)-, ethyl ester

Product 1

HCID 10104359Ethyl 2-(2,3-dihydro-1H-inden-2-yl)acetateYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of ethyl 1,3-dihydro-2H-inden-2-ylideneacetate (302 mg, 1.49 mmol) in EtOAc (10 mL) was added 5% Pd/C (76 mg) and H2 was bubbled through the slurry for 20 h. The slurry was then filtered through Celite and the organic solution was concentrated in vacuo. Ethyl 2,3-dihydo-1H-inden-2-ylacetate (285 mg, 94%) was isolated as a colorless oil without purification.

Workup

  1. customwas bubbled through the slurry for 20 h
  2. filtrationThe slurry was then filtered through Celite
  3. concentrationthe organic solution was concentrated in vacuo

Sources & evidence

ORD record
ord-a54f5142b7224ac08d0149ff911a7335
Source dataset
uspto-grants-2004_03
Patent number
US06713471B1

Reaction notes

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