HCID 549023, compound → HCID 13462556, compound

HRID 653655Notes

Reaction equation

HRID 653655 reaction equation
[CH:1]12[CH2:10][CH:7]([CH2:8][CH2:9]1)[CH:6]1[CH:2]2[CH2:3][C:4](=[O:11])[CH2:5]1.[BH4-].[Na+]>C(O)C>[CH:7]12[CH2:10][CH:1]([CH2:9][CH2:8]1)[CH:2]1[CH:6]2[CH2:5][CH:4]([OH:11])[CH2:3]1

Participants

4

Reactant 2

HCID 549023HCID 549023, compoundHCID 4311764Sodium borohydride

Product 1

HCID 13462556HCID 13462556, compoundYield 96.79%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Tricyclo[5.2.1.02,6 ]decan-4-one (1.5 g, 10 mmol) is dissolved in 25 ml of absolute ethanol and treated with sodium borohydride (0.189 g, 5.0 mmol). The reaction is stirred 24 hours, concentrated in vacuo and the resulting crude is redissolved in ether. The organics are washed 2×H2O, 2×brine, dried, filtered and concentrated in vacuo to afford 1.47 g (96.79%) of the alcohol as a clear oil.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionthe resulting crude is redissolved in ether
  3. washThe organics are washed 2×H2O, 2×brine
  4. customdried
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-236cd4e8505649eb845f9f62296c1917
Source dataset
uspto-grants-1992_07
Patent number
US05128358

Reaction notes

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