Sodium borohydride → HCID 53706055, compound

HRID 866402Notes

Reaction equation

HRID 866402 reaction equation
[C:1]([C:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[C:12]([O:13][CH3:14])[C:7]=2[O:6][C:5]=1[C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>CO>[OH:3][CH:1]([C:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[C:12]([O:13][CH3:14])[C:7]=2[O:6][C:5]=1[C:15]1[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=1)[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 53895437HCID 53895437, compound

Product 1

HCID 53706055HCID 53706055, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution containing 75 g of 3-acetyl-7 -methoxy-2-(4'-methoxy phenyl) benzofurane (III bis) in 400 cc of methanol there is slowly added a solution containing 17.5 g of sodium borohydride in 200 cc of methanol. The resulting mixture is heated at reflux, with agitation, for 5 hours. The solvent is removed and the residue is then taken up in 200 cm3 of water, with agitation. The precipitate which forms is then separated by filtration, washed thoroughly with water, and crystallized in alcohol, yielding 54 g of 3-(α-hydroxy ethyl)-7-methoxy-2-(4'-methoxy phenyl) benzofurane (Ia) having a melting point of 100° C. The yield is 72%.

Workup

  1. additionthere is slowly added a solution
  2. temperatureThe resulting mixture is heated
  3. temperatureat reflux, with agitation, for 5 hours
  4. customThe solvent is removed
  5. customThe precipitate which forms is then separated by filtration
  6. washwashed thoroughly with water
  7. customcrystallized in alcohol

Sources & evidence

ORD record
ord-70c11dee9c89429199a6698d01832357
Source dataset
uspto-grants-1978_07
Patent number
US04098882

Reaction notes

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