Sodium Hydroxide → HCID 131710647, compound

HRID 436241Notes

Reaction equation

HRID 436241 reaction equation
[CH3:1][C:2]([CH2:4][C:5]([OH:8])([CH3:7])[CH3:6])=[O:3].[OH:9][CH2:10][C:11]([C@@H:13]([C@H:15]([C@@H:17]([CH2:19][OH:20])[OH:18])[OH:16])[OH:14])=[O:12].[OH-:21].[Na+]>[Ni]>[CH3:1][C:2]([CH2:4][C:5]([OH:8])([CH3:7])[CH3:6])=[O:3].[O:21]=[C:19]([OH:20])[C@@H:17]([C@@H:15]([C@H:13]([C@@H:11]([CH2:10][OH:9])[OH:12])[OH:14])[OH:16])[OH:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 131710648HCID 131710648, compound

Product 1

HCID 131710647HCID 131710647, compoundYield 84.8%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Conditions

Temperature
0 °C

Procedure

A cylindrical vessel (diameter 12 cm., height 19 cm. with a stirrer, provided with a cylindrically-shaped stainless steel net as cathode surrounded at a distance of 7 mm. by an anode of sintered nickel plate (surface area 0.05 m.2), is filled with 1500 ml. of an aqueous solution of 130 g. (0.5 mole) of diacetone-sorbose and 60 g. (1.5 mole) of sodium hydroxide. At a temperature of 40° C. and a terminal voltage of 2.4 V, it is electrolyzed until 80 Ah have flowed through the reaction mixture. Thereafter, the reaction mixture is cooled to 0° C., mixed with 140 -145 ml. of 32% hydrochloric acid and the resulting precipitate is filtered with suction. After washing with 200 ml. of ice water and drying at room temperature, 124 g. of diacetone-ketogulonic acid, corresponding to a yield of 84.8%, is obtained.

Workup

  1. customAt a temperature of 40° C.
  2. additionmixed with 140 -145 ml
  3. filtrationof 32% hydrochloric acid and the resulting precipitate is filtered with suction
  4. washAfter washing with 200 ml
  5. dry with materialof ice water and drying at room temperature

Sources & evidence

ORD record
ord-21c82bd1dafc4798bfeb5a0de7576b26
Source dataset
uspto-grants-1977_02
Patent number
US04008132

Reaction notes

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