HCID 131734416, compound → HCID 131734417, compound

HRID 587864Notes

Reaction equation

HRID 587864 reaction equation
[C:1]12([O:21][CH2:20][CH2:19][O:18]1)[C:10]1[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH2:4][C@@H:3]([CH:11]=[CH:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:2]2>C(OCC)(=O)C.[Pd]>[C:1]12([O:18][CH2:19][CH2:20][O:21]1)[C:10]1[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH2:4][C@@H:3]([CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:2]2

Participants

4

Reactant 1

HCID 131734416HCID 131734416, compound

Product 1

HCID 131734417HCID 131734417, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of Pd/C (0.535 g, 0.251 mmol) in ethyl acetate (25 mL), (R)-ethyl 3-(3′,4′-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-naphthalen]-3′-yl)acrylate (2.5 g, 8.67 mmol) was added under nitrogen. Reaction mixture was stirred for 2 h under hydrogen balloon. After completion of reaction, reaction mixture was filtered through celite, concentrated to get the crude compound. This crude compound was used directly in next reaction (2.3 g, 91%); m/z 290.7

Workup

  1. customReaction mixture
  2. customAfter completion of reaction, reaction mixture
  3. filtrationwas filtered through celite
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-7d9c7b78b0c84896b6275f0d823952a8
Source dataset
uspto-grants-2016_01
Patent number
US09227919B2

Reaction notes

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