Formaldehyde → Isobutyric anhydride

HRID 2398030Notes

Reaction equation

HRID 2398030 reaction equation
C=O.[CH3:3][C:4]1([CH3:9])[C:7](=[O:8])[O:6][CH2:5]1.[C:10]([O:15][CH2:16][C:17]([CH3:34])([CH3:33])[C:18]([O:20][C:21](=[O:32])[C:22]([CH3:31])([CH3:30])[CH2:23][O:24][C:25](=O)[CH:26]([CH3:28])[CH3:27])=[O:19])(=O)[CH:11]([CH3:13])[CH3:12]>>[C:18]([O:20][C:21](=[O:32])[CH:22]([CH3:30])[CH3:23])(=[O:19])[CH:17]([CH3:33])[CH3:16].[CH3:3][C:4]1([CH3:9])[C:7](=[O:8])[O:6][CH2:5]1.[CH2:10]([O:15][CH2:16][C:17]([CH3:34])([CH3:33])[C:18]([O:20][C:21](=[O:32])[C:22]([CH3:30])([CH3:31])[CH2:23][O:24][CH2:25][CH:26]([CH3:27])[CH3:28])=[O:19])[CH:11]([CH3:12])[CH3:13]

Participants

6

Reactant 3

HCID 712FormaldehydeHCID 16059PivalolactoneHCID 54012568HCID 54012568, compound

Product 3

HCID 7346Isobutyric anhydrideHCID 16059PivalolactoneHCID 131710747HCID 131710747, compound

Procedure

This example shows the lower yields and conversions obtained by the usually prepared tantalum oxide on silica gel catalyst. The catalyst is prepared by the same procedure described in Example 1 except that after treatment in air at 550° C. for 1.5 hours the reactor is cooled and put into service. This material is not steam treated at high temperatures. The catalyst is tested as described in Example 2 in continuous operation for two days. For this period formaldehyde conversion to pivalolactone averages 28 percent with 26 percent going to isobutyroxypivalic anhydride. Isobutyric anhydride yield for the same two days averages 30 percent to pivalolactone and 41 percent to isobutyoxypivalic anhydride.

Workup

  1. customThe catalyst is prepared by the same procedure
  2. customat 550° C.
  3. customfor 1.5 hours
  4. temperatureis cooled
  5. additiontreated at high temperatures

Sources & evidence

ORD record
ord-486d7dcb321b43b6a6693908d1a5d7e8
Source dataset
uspto-grants-1977_05
Patent number
US04024080

Reaction notes

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