Oxalic Acid → HCID 86741166, compound

HRID 1249341Notes

Reaction equation

HRID 1249341 reaction equation
O=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[CH2:13]([NH2:17])[CH2:14][CH2:15][CH3:16].[C:18]([OH:23])(=[O:22])[C:19]([OH:21])=[O:20]>O1CCOCC1.C(O)C>[C:18]([OH:23])(=[O:22])[C:19]([OH:21])=[O:20].[CH2:13]([NH:17][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])[CH2:14][CH2:15][CH3:16]

Participants

6

Reactant 3

HCID 971Oxalic AcidHCID 8007ButylamineHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 86741166HCID 86741166, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

18 g of D-glucose are suspended in 200 ml of dioxane and 100 ml of ethanol, and 7.3 g of butylamine are added. The mixture is warmed to 70° C. and, after 10 minutes, 9.0 g anhydrous oxalic acid is added. The temperature is maintained for 4 hours. After cooling to room temperature, the product crystallizes out. The solid is filtered off with suction, rinsed five times with 50 ml of ethanol each time and dried in vacuo.

Workup

  1. temperatureThe temperature is maintained for 4 hours
  2. temperatureAfter cooling to room temperature
  3. customthe product crystallizes out
  4. filtrationThe solid is filtered off with suction
  5. washrinsed five times with 50 ml of ethanol each time
  6. customdried in vacuo

Sources & evidence

ORD record
ord-63b082d7f4674feaa6e9f37507fbc263
Source dataset
uspto-grants-1986_12
Patent number
US04631272

Reaction notes

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