Acetone → 20880-92-6

HRID 1576497Notes

Reaction equation

HRID 1576497 reaction equation
[OH:1][CH2:2][C:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])=[O:4].[CH3:13][C:14]([CH3:16])=O.[CH3:17][CH2:18][CH2:19]CC>O>[CH3:13][C:14]1([CH3:16])[O:6][C@@H:5]2[C@@H:3]([CH2:2][O:1][C@@:9]3([CH2:11][OH:12])[O:10][C:18]([CH3:19])([CH3:17])[O:8][C@H:7]32)[O:4]1

Participants

5

Reactant 3

HCID 180AcetoneHCID 5984D-(-)-FructoseHCID 8003Pentane

Product 1

HCID 1024434520880-92-6

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 200 grams of D-fructose, 2 liters of acetone, 2 liters of pentane and 8 grams of ferric chloride is stirred and heated to reflux temperature. The reaction water is condensed and removed using a Dean-Stark type water separator. After the theoretical amount of water is removed, the mixture is cooled to 0°C., neutralized with 7 grams of sodium hydroxide in 10 milliliters of water and filtered. The filtrate is treated with 10 grams Norite SG, refiltered, and then concentrated to a syrup which is crystallized from ether-pentane to give 164.4 grams of product, m.p. 94°-95°C.

Workup

  1. temperatureheated
  2. temperatureto reflux temperature
  3. customcondensed
  4. customremoved
  5. customAfter the theoretical amount of water is removed
  6. filtrationfiltered
  7. additionThe filtrate is treated with 10 grams Norite SG
  8. concentrationconcentrated to a syrup which
  9. customis crystallized from ether-pentane

Sources & evidence

ORD record
ord-d1c1518a25a84121af1582eb7cf80e97
Source dataset
uspto-grants-1976_09
Patent number
US03981860

Reaction notes

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