Butane → Phthalic Anhydride

HRID 1945100Notes

Reaction equation

HRID 1945100 reaction equation
[N+]([O-])([O-])=O.[Bi+3].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[CH3:14][CH2:15][CH2:16][CH3:17].[C:18]1(=[O:24])[O:23][C:21](=[O:22])[CH:20]=[CH:19]1>[O-2].[V+5].[O-2].[O-2].[O-2].[O-2].[V+5].C(O)CCC>[C:21]1(=[O:22])[O:23][C:18](=[O:24])[C:19]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:20]12

Participants

6

Reactant 3

HCID 7843ButaneHCID 7923Maleic AnhydrideHCID 107711Bismuth nitrate

Product 1

HCID 6811Phthalic Anhydride

Reagents, catalysts & solvents 2

HCID 178419084HCID 178419084, compoundCatalystHCID 2631-ButanolSolvent2×

Procedure

Catalyst B was prepared as in the preceding example, but with a P/V ratio of 1.15, and by adding bismuth nitrate at the same time as the vanadium oxide, in a Bi/V ratio of 0.1. In this case, in addition to the VOHPO4-0.5H2O phase, the precursor contained a BiPO4 phase. The catalyst was activated in a stream of 1.7% of butane in air. After activation, the catalyst contained the phases (VO)2P2O7 and BiPO4. The butanol was supplied in the stream of air so as to produce a partial pressure of butanol of 1%. At approximately 360° C., the yield of maleic anhydride was in the range 50% to 60%. As the temperature was progressively increased, yields of phthalic anhydride in the range 10% to 20% were observed intermediate between 250° C. and 350° C.

Workup

  1. customAt approximately 360° C.
  2. temperatureAs the temperature was progressively increased

Sources & evidence

ORD record
ord-7c84e0a607be44b0b61df1aedcffe18b
Source dataset
uspto-grants-2013_03
Patent number
US08394973B2

Reaction notes

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