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

HRID 256249Notes

Reaction equation

HRID 256249 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-df25b93a083e48a884aec85d565a6f8c
Source dataset
uspto-grants-1987_10
Patent number
US04701552

Reaction notes

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