Triethyl Citrate → 1,2,3-Triethyl 1,2,3-propanetricarboxylate

HRID 275057

Reaction equation

HRID 275057 reaction equation
[C:1]([O:17][CH2:18][CH3:19])(=[O:16])[CH2:2][C:3]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])([C:5]([O:7][CH2:8][CH3:9])=[O:6])O.[H][H]>C(O)C>[CH2:2]([C:1]([O:17][CH2:18][CH3:19])=[O:16])[CH:3]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]

Participants

4

Reactant 2

HCID 6506Triethyl CitrateHCID 178418361HCID 178418361, compound

Product 1

HCID 2210551,2,3-Triethyl 1,2,3-propanetricarboxylateYield 54%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

400 ml of triethyl citrate were hydrogenated at 175° C. and 10 bar together with 1100 ml of ethanol and 60 g of catalyst B (4-mm pellets) until the take-up of hydrogen had ceased. The reaction product was freed from ethanol and distilled under reduced pressure, giving 231.8 g (54%) of triethyl 1,2,3-propanetricarboxylate.

Workup

  1. customwere hydrogenated at 175° C.
  2. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-b23b886bceb04fb4aabb1173fd5720d5
Source dataset
uspto-grants-1995_02
Patent number
US05391771

Linked notes

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