Ethanol → HCID 19857607, compound

HRID 1605809Notes

Reaction equation

HRID 1605809 reaction equation
[Na].C([C:7]1([OH:18])[CH2:16][CH2:15][CH:14]2[CH:9]([CH2:10][CH2:11][CH2:12][CH2:13]2)[CH:8]1[CH3:17])(OCC)=O.[CH2:19]([OH:21])C>O>[OH:21][CH2:19][CH2:17][CH:8]1[CH:9]2[CH:14]([CH2:13][CH2:12][CH2:11][CH2:10]2)[CH2:15][CH2:16][CH:7]1[OH:18]

Participants

5

Reactant 3

HCID 702EthanolHCID 5360545SodiumHCID 21545176HCID 21545176, compound

Product 1

HCID 19857607HCID 19857607, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

86.25 g Of small pieces of sodium are added to 60 g of 2-carbethoxy-methyl-2-hydroxy-decalin and 900 ml of anhydrous ethyl alcohol. A vigorous reaction sets in which causes the reaction medium to reflux. Reflux is maintained for 1 hour. The mass is cooled, 1000 ml of water added, the alcohol distilled off and the residue is taken up in a little warm water. After cooling the mass is extracted three times with 250 ml of diethyl ether. The ethereal solutions are washed to neutrality and distilled; there are thus obtained 40 g of crude product which are rectified under 0.5 mm. This rectification gives 22 g of 2-hydroxyethyl-2-hydroxy-decalin (b.p.0.5 = 138°-140°C), which represents a conversion of about 42%.

Workup

  1. customA vigorous reaction sets in which
  2. temperatureto reflux
  3. temperatureReflux
  4. temperatureis maintained for 1 hour
  5. temperatureThe mass is cooled
  6. distillationthe alcohol distilled off
  7. temperaturea little warm water
  8. temperatureAfter cooling the mass
  9. extractionis extracted three times with 250 ml of diethyl ether
  10. washThe ethereal solutions are washed to neutrality
  11. distillationdistilled

Sources & evidence

ORD record
ord-5b38e7fe5c4e4d88981016c4e46db1b0
Source dataset
uspto-grants-1976_04
Patent number
US03951875

Reaction notes

Loading…