HCID 24986085, compound → HCID 24984257, compound

HRID 1724066Notes

Reaction equation

HRID 1724066 reaction equation
[C:1]1([C:7]2[CH:24]=[CH:23][C:10]([CH2:11][N:12]3[CH2:16][C:15]4([CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]4)[O:14][C:13]3=[O:22])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1>C(O)C.[Pd]>[CH:1]1([C:7]2[CH:24]=[CH:23][C:10]([CH2:11][N:12]3[CH2:16][C:15]4([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]4)[O:14][C:13]3=[O:22])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 24986085HCID 24986085, compound

Product 1

HCID 24984257HCID 24984257, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-(4-Cyclohex-1-enyl-benzyl)-1-oxa-3-aza-spiro[4.5]decan-2-one (Example 1.31, 15 mg, 0.046 mmol) was dissolved in ethanol (3 mL) in a round bottom flask. Pd/C (5 mg) was added and the flask was flushed with hydrogen and stirred at room temperature overnight. The reaction mixture was filtered through a diatomaceous earth pad and the filtrate was concentrated in vacuo to give the title product as a white powder (15 mg, quantitative yield). 1H NMR (300 MHz, CDCl3): δ (ppm)=7.19 (s, 4H), 4.4 (s, 2H), 3.11 (s, 2H), 1.82 (m, 10H), 1.45 (m, 11H).

Workup

  1. customthe flask was flushed with hydrogen
  2. filtrationThe reaction mixture was filtered through a diatomaceous earth pad
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-641f235b077f40849437da4c4c78eba5
Source dataset
uspto-grants-2009_02
Patent number
US07485722B2

Reaction notes

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