Sodium borohydride → (2,2,5,5-Tetramethylcyclopentyl)methanol

HRID 845877Notes

Reaction equation

HRID 845877 reaction equation
[CH3:1][C:2]1([CH3:11])[CH2:6][CH2:5][C:4]([CH3:8])([CH3:7])[CH:3]1[CH:9]=[O:10].[BH4-].[Na+]>C(O)C>[CH3:1][C:2]1([CH3:11])[CH2:6][CH2:5][C:4]([CH3:7])([CH3:8])[CH:3]1[CH2:9][OH:10]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 9793878Cyclopentanecarboxaldehyde, 2,2,5,5-tetramethyl-

Product 1

HCID 13629260(2,2,5,5-Tetramethylcyclopentyl)methanol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2,2,5,5-Tetramethylcyclopentane-1-carboxaldehyde is dissolved in 95% ethanol and sodium borohydride is added. After 24 hours, the reaction is quenched with 1M HCl and extracted with ether. The extract is washed, dried over MgSO4 and evaporated to yield 2,2,5,5-tetramethyl-1-cyclopentylmethanol.

Workup

  1. customthe reaction is quenched with 1M HCl
  2. extractionextracted with ether
  3. washThe extract is washed
  4. dry with materialdried over MgSO4
  5. customevaporated

Sources & evidence

ORD record
ord-76c6e69b28104c668f9ba19fbf277c1d
Source dataset
uspto-grants-1988_07
Patent number
US04760175

Reaction notes

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