Methanol → HCID 10610099, compound

HRID 1383277Notes

Reaction equation

HRID 1383277 reaction equation
C[C:2]1=[CH:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8](=[O:17])[O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1.[CH3:18]O>[Pd]>[CH3:18][CH:15]1[CH2:16][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8](=[O:17])[O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]1

Participants

4

Reactant 2

HCID 887MethanolHCID 21187367HCID 21187367, compound

Product 1

HCID 10610099HCID 10610099, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

25 g (0.10 mol) of Z-8-methyloxacyclopentadec-7-en-2-one were dissolved in 150 ml of methanol and hydrogenated (1.5 hours) with 2 g of 5% palladium-on-carbon with 100 mbar over-pressure. Then, the mixture was filtered over Celite, and the solution was concentrated, distilled in a bulb-tube and chromatographed. There were obtained 20 g (83%) of 8-methyloxacyclopentadecan-1-one were obtained having the following characteristics:

Workup

  1. customhydrogenated (1.5 hours)
  2. filtrationThen, the mixture was filtered over Celite
  3. concentrationthe solution was concentrated
  4. distillationdistilled in a bulb-tube
  5. customchromatographed

Sources & evidence

ORD record
ord-21a2c3a1f21040f0961dc543f7b4cc45
Source dataset
uspto-grants-2001_07
Patent number
US06255276B1

Reaction notes

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