Sodium borohydride → HCID 20280921, compound

HRID 463494Notes

Reaction equation

HRID 463494 reaction equation
[CH3:1][CH:2]([O:4][CH:5]1[CH2:10][CH:9]2[CH2:11][CH:6]1[CH2:7][CH:8]2[CH2:12][CH2:13][CH:14]=[O:15])[CH3:3].[BH4-].[Na+].C12(CCC=O)CC(CC1)CC2>C(O)(C)C>[CH3:3][CH:2]([O:4][CH:5]1[CH2:10][CH:9]2[CH2:11][CH:6]1[CH2:7][CH:8]2[CH2:12][CH2:13][CH2:14][OH:15])[CH3:1]

Participants

5

Reactant 3

HCID 4311764Sodium borohydride2×HCID 20280919HCID 20280919, compoundHCID 88697414HCID 88697414, compound

Product 1

HCID 20280921HCID 20280921, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

Into a 250 cc reaction flash equipped with stirrer, thermometer, reflux condensor and heating mantle is placed 28.7 grams (0.13 moles) of the reaction product of Example III containing the compounds having the structures: ##STR86## 9.6 grams (0.26 moles) of sodium borohydride and 50 ml of anhydrous isopropanol. The isopropanol and sodium borohydride are first mixed together and placed in the flask. The resulting composition is heated to reflux and then over a period of one hour the isopropoxinene norbornane propanal is added. The resulting reaction mass is refluxed for a period of three hours. The reaction mass is then washed to neutral and distilled on a micro vigreux column yielding the following fractions:

Workup

  1. customInto a 250 cc reaction flash
  2. customequipped with stirrer
  3. temperaturethermometer, reflux condensor
  4. temperatureheating mantle
  5. additioncontaining the compounds
  6. temperatureThe resulting composition is heated
  7. temperatureto reflux
  8. customThe resulting reaction mass
  9. temperatureis refluxed for a period of three hours
  10. washThe reaction mass is then washed to neutral and
  11. distillationdistilled on a micro vigreux column
  12. customyielding the following fractions

Sources & evidence

ORD record
ord-5ea0500544f342ac94809b9d16b3f5ee
Source dataset
uspto-grants-1985_05
Patent number
US04519943

Reaction notes

Loading…