HCID 53743879, compound → HCID 10610099, compound

HRID 1383274Notes

Reaction equation

HRID 1383274 reaction equation
[CH3:1][C:2]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][O:11][C:10](=[O:17])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=1>C(O)C.[Pd]>[CH3:1][CH:2]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][O:11][C:10](=[O:17])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 53743879HCID 53743879, compound

Product 1

HCID 10610099HCID 10610099, compoundYield 62%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1.14 g of 10 percent palladium-on-carbon were added to 13.5 g (57 mol) of 10-methyloxacyclopentadec-9-en 2-one in 60 ml of ethanol and the mixture was subsequently hydrogenated under normal pressure for 6.5 hours. Then, it was suction filtered over Celite and the solution was concentrated, chromatographed and distilled in a bulb-tube. 8.4 g (62%) of 10-methyloxacyclopentadecan-2-one were obtained having the following characteristics:

Workup

  1. filtrationfiltered over Celite
  2. concentrationthe solution was concentrated
  3. customchromatographed
  4. distillationdistilled in a bulb-tube

Sources & evidence

ORD record
ord-d26944a1dce749f6a19535ce6f6182c9
Source dataset
uspto-grants-2001_07
Patent number
US06255276B1

Reaction notes

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