Water → Dibutyl succinate

HRID 1960104Notes

Reaction equation

HRID 1960104 reaction equation
O.[C:2]([O-:9])(=[O:8])[CH2:3][CH2:4][C:5]([O-:7])=[O:6].[NH4+].[NH4+].[C:12]1([CH3:22])[CH:17]=[CH:16]C(S(O)(=O)=O)=CC=1>C(O)CCC>[C:2]([O:9][CH2:22][CH2:12][CH2:17][CH3:16])(=[O:8])[CH2:3][CH2:4][C:5]([O:7][CH2:2][CH2:3][CH2:4][CH3:5])=[O:6]

Participants

5

Reactant 3

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 160625Diammonium succinate

Product 1

HCID 8830Dibutyl succinate

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

For the esterification reaction, a three-neck flask (500 ml) with a water separator is used, in which n-butanol, 52 g of diammonium succinate and 0.45 g of para-toluenesulfonic acid are initially charged. The mixture is brought to boiling with stirring. During the reaction, the dibutyl succinate formed is enriched in the flask (together with butanol). The water/n-butanol azeotrope and NH3 are distilled off via the top and condensed in the water separator. The condensate is separated into a butanol phase and a water phase. The butanol phase is recycled into the flask. The reaction ran for a total of 240 hours.

Workup

  1. additionare initially charged
  2. customDuring the reaction

Sources & evidence

ORD record
ord-49231b99004340f6a4a37110c61e315f
Source dataset
uspto-grants-2013_04
Patent number
US08410306B2

Reaction notes

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