1-Dodecanol → Succinic Acid

HRID 457248Notes

Reaction equation

HRID 457248 reaction equation
[C:1]([O-:8])(=[O:7])[CH2:2][CH2:3][C:4]([O-:6])=[O:5].[NH4+:9].[NH4+].CCCCCCCC[N:19](CCCCCCCC)CCCCCCCC.C(O)CCCCCCCCCCC>>[C:1]([O-:8])(=[O:7])[CH2:2][CH2:3][C:4]([O-:6])=[O:5].[NH4+:19].[NH4+:9].[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 81931-DodecanolHCID 14227TrioctylamineHCID 160625Diammonium succinate

Product 2

HCID 1110Succinic AcidHCID 160625Diammonium succinate

Procedure

The procedure described in Example 1 was followed except that 20 g of a 25% solution of ammonium succinate was combined with 45 g tricaprylamine and 5 g dodecanol. The reaction mixture was heated for 1.5 hours at 120–125° C. and atmospheric pressure, resulting in a conversion of about 84% from ammonium succinate to a mixture of succinic acid and succinic acid ester.

Workup

  1. temperatureThe reaction mixture was heated for 1.5 hours at 120–125° C.

Sources & evidence

ORD record
ord-2815ff96cbe64e17b85ef7b82e12ecdf
Source dataset
uspto-grants-2007_03
Patent number
US07186856B2

Reaction notes

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