Sodium borohydride → HCID 54068979, compound

HRID 371790Notes

Reaction equation

HRID 371790 reaction equation
[CH2:1]([O:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=1[O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH:11]=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[BH4-].[Na+]>C(O)C>[CH2:1]([O:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=1[O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:11][OH:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 118229373,4-dihexyloxybenzaldehyde

Product 1

HCID 54068979HCID 54068979, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3,4-dihexoxybenzaldehyde (15.3 g., 0.05 M), sodium borohydride (1.85 g., 0.05 M) and ethanol (350 ml.) is stirred at room temperture for one hour and then concentrated in vacuo. The residue is dissolved in chloroform (500 ml.), the solution washed with water (4 × 100 ml.), dried (Na2SO4) and evaporated under reduced pressure to give 3,4-dihexoxybenzyl alcohol (15.0 g.) as a pale yellow oil.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue is dissolved in chloroform (500 ml.)
  3. washthe solution washed with water (4 × 100 ml.)
  4. dry with materialdried (Na2SO4)
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-795a8a0aea2c445889f7342d4fa1d1ff
Source dataset
uspto-grants-1978_05
Patent number
US04087552

Reaction notes

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