HCID 17949444, compound → HCID 18177800, compound

HRID 394915Notes

Reaction equation

HRID 394915 reaction equation
C([O:8][C:9](=[O:39])[C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17](=[O:38])[CH:18]([C:24]2[CH:33]=[CH:32][C:31]3[C:30]([CH3:35])([CH3:34])[CH2:29][CH2:28][C:27]([CH3:37])([CH3:36])[C:26]=3[CH:25]=2)[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:12][CH:11]=1)C1C=CC=CC=1.[H][H]>C(OCC)(=O)C.[Pd].CCCCC>[CH3:34][C:30]1([CH3:35])[CH2:29][CH2:28][C:27]([CH3:36])([CH3:37])[C:26]2[CH:25]=[C:24]([CH:18]([CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[C:17]([O:16][C:13]3[CH:12]=[CH:11][C:10]([C:9]([OH:39])=[O:8])=[CH:15][CH:14]=3)=[O:38])[CH:33]=[CH:32][C:31]1=2

Participants

6

Reactant 2

HCID 17949444HCID 17949444, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18177800HCID 18177800, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 8003PentaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

403 mg of (RS)-Benzyl-4-[2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-heptanoyloxy]-benzoate in 10 ml of ethyl acetate with 80 mg of palladium on carbon (10% w/w) was subjected to an atmospheric pressure of hydrogen for 1 hour. The mixture was filtered over Celite and washed with about 10 ml ethyl acetate. The solution was evaporated, giving a colorless oil. Trituration in pentane gave a white amorphous solid, 303 mg, m.p. 133-135° C.

Workup

  1. filtrationThe mixture was filtered over Celite
  2. washwashed with about 10 ml ethyl acetate
  3. customThe solution was evaporated
  4. customgiving a colorless oil

Sources & evidence

ORD record
ord-1c23605b619041a8ab0fcddfab166fd2
Source dataset
uspto-grants-2003_08
Patent number
US06603012B2

Reaction notes

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