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

HRID 2118474Notes

Reaction equation

HRID 2118474 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-37e340b0b20645889807f7046e500640
Source dataset
uspto-grants-1987_07
Patent number
US04678675

Reaction notes

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