Sodium borohydride → HCID 54068979, compound

HRID 2412361Notes

Reaction equation

HRID 2412361 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., 0.05M), sodium borohydride (1.85 g., 0.05M) and ethanol (350 ml.) is stirred at room temperature 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-fa74cf47e4294a508156e9d9ef737b09
Source dataset
uspto-grants-1985_01
Patent number
US04491583

Reaction notes

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