HCID 11414048, compound → HCID 12040467, compound

HRID 2414715Notes

Reaction equation

HRID 2414715 reaction equation
[CH2:1]=[C:2]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][C:10](=[O:18])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[H][H]>[Pd].C(OCC)(=O)C>[CH3:1][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10](=[O:18])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]1

Participants

5

Reactant 2

HCID 11414048HCID 11414048, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12040467HCID 12040467, compoundYield 94.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

500 mg (2 mmol) of 9-methylenecyclohexadecanone are introduced into 25 ml of ethyl acetate, and 25 mg of Pd/C are added thereto. Hydrogenation is then carried out at 40° C. and standard hydrogen pressure for 5 h. When the reaction is complete, the mixture is filtered over Celite, and the crude product is freed from solvent. Purification by flash chromatography (cyclohexane/EtOAc=25:1) gives 475 mg (94%) of a colorless oil.

Workup

  1. additionare added
  2. customis then carried out at 40° C.
  3. filtrationthe mixture is filtered over Celite
  4. customPurification by flash chromatography (cyclohexane/EtOAc=25:1)

Sources & evidence

ORD record
ord-8fd9b50d60c74f8b99ef8babc56196ab
Source dataset
uspto-grants-2004_11
Patent number
US06815413B2

Reaction notes

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