Gamma-Butyrolactone → 1-desoxy-1-methylamino-D-glucitol 4-hydroxybutyrate

HRID 1291684Notes

Reaction equation

HRID 1291684 reaction equation
[C:1]1(=[O:6])O[CH2:4][CH2:3][CH2:2]1.[CH3:7][NH:8][CH2:9][C@@H:10]([C@H:12]([C@@H:14]([C@@H:16]([CH2:18][OH:19])[OH:17])[OH:15])[OH:13])[OH:11].[OH:20]CCCC(O)=O>O>[OH:20][CH:2]([CH2:3][CH3:4])[C:1]([O:15][C@H:14]([C@@H:16]([CH2:18][OH:19])[OH:17])[C@H:12]([OH:13])[C@@H:10]([OH:11])[CH2:9][NH:8][CH3:7])=[O:6]

Participants

5

Reactant 3

HCID 7302Gamma-ButyrolactoneHCID 8567N-Methyl-D-glucamineHCID 104134-Hydroxybutyric Acid

Product 1

HCID 867525841-desoxy-1-methylamino-D-glucitol 4-hydroxybutyrate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
60 °C

Procedure

500 ml (565 g, 6.56 mol) of gamma-butyrolactone are placed in 1.8 l of water. 1.28 kg (6.56 mol) of methylglucamine are added to the solution obtained. The mixture is then heated to 60° C. for 8 hours. The pH value falls over this period from an initial value of 11 to 7.5. The volume of the solution obtained is then adjusted to 3.4 l by the addition of water (approximately 200 ml) in order to achieve a concentration of 2 g of gamma-hydroxybutyric acid in 10 ml of solution.

Workup

  1. customobtained
  2. waitThe pH value falls over this period
  3. customThe volume of the solution obtained

Sources & evidence

ORD record
ord-cce74fd36e424e9694404c427e56d221
Source dataset
uspto-grants-1998_05
Patent number
US05753708

Reaction notes

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