HCID 10934229, compound → HCID 10923492, compound

HRID 725181Notes

Reaction equation

HRID 725181 reaction equation
[OH:1][CH2:2][C@@H:3]1[C@:11]2([CH3:12])[C@@:6]([OH:19])([CH2:7][C@@H:8]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:9][CH2:10]2)[CH2:5][CH2:4]1>CO.[Rh]>[OH:1][CH2:2][C@@H:3]1[C@:11]2([CH3:12])[C@@:6]([OH:19])([CH2:7][C@@H:8]([CH:13]3[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]3)[CH2:9][CH2:10]2)[CH2:5][CH2:4]1

Participants

4

Reactant 1

HCID 10934229HCID 10934229, compound

Product 1

HCID 10923492HCID 10923492, compoundYield 94.8%

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2.00 g of (1S,3aS,5S,7aR)-1-hydroxymethyl-5-phenyl-7a-methylperhydroinden-3a-ol, intermediate in the synthesis of (II-ag) and 0.85 g of 5% Rhodium on alumina powder in 30 ml of methanol was hydrogenated at room temperature at 60 psi. in a Parr apparatus, for 4 hrs. The mixture was then filtered through celite and the solvent was evaporated under reduced pressure to give 1.94 g of (1S,3aS,5S,7aR)-1-hydroxymethyl-5-cyclohexyl-7a-methylperhydroinden-3a-ol as a white solid.

Workup

  1. customwas hydrogenated at room temperature at 60 psi
  2. filtrationThe mixture was then filtered through celite
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-6303ac0c044f4051a8da7a8f47aeaa70
Source dataset
uspto-grants-1998_01
Patent number
US05705531

Reaction notes

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