Cyclohexene → HCID 12017316, compound

HRID 1860634Notes

Reaction equation

HRID 1860634 reaction equation
[CH3:1][C:2]([CH3:27])([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][NH:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N+:21]=2[O-])=[CH:11][CH:10]=1)[CH2:3][C:4]([O:6][CH3:7])=[O:5].C1CCCCC=1>[Pd].C(O)(C)C>[CH3:1][C:2]([CH3:27])([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][NH:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)=[CH:11][CH:10]=1)[CH2:3][C:4]([O:6][CH3:7])=[O:5]

Participants

5

Reactant 2

HCID 8079CyclohexeneHCID 178500191HCID 178500191, compound

Product 1

HCID 12017316HCID 12017316, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Procedure

A mixture of the product of STEP 1 (0.95 g), cyclohexene (Aldrich, 7 mL), 10% Pd/C (0.2 g) and isopropanol (10 mL) was heated to reflux for 20 hours. The mixture was filtered through celite and concentrated in vacuo. The residue was purified by chromatography using ethyl acetate as eluant to provide the above product as a thick gum.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 20 hours
  3. filtrationThe mixture was filtered through celite and
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by chromatography

Sources & evidence

ORD record
ord-71ef0dd20326412b9bbd445b140cde29
Source dataset
uspto-grants-2003_03
Patent number
US06531494B1

Reaction notes

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