Isobutyric anhydride → HCID 12851389, compound

HRID 596981

Reaction equation

HRID 596981 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4]OO1.[C:7]([O:12][C:13](=[O:17])[CH:14]([CH3:16])[CH3:15])(=[O:11])C(C)C.Cl(O)(=O)(=O)=O.[C:23](=O)(O)[O-].[Na+]>>[C:13]([O:12][CH2:7][O:11][C:6](=[O:1])[CH:5]([CH3:23])[CH3:4])(=[O:17])[CH:14]([CH3:15])[CH3:16]

Participants

5

Reactant 4

HCID 7346Isobutyric anhydrideHCID 24247Perchloric AcidHCID 516892Sodium BicarbonateHCID 19593658CID 19593658

Product 1

HCID 12851389HCID 12851389, compound

Procedure

A 30-g (0.33 mol) sample of trioxane was added to a solution of 158 g (1 mol) isobutyric anhydride and 0.5 ml 70% perchloric acid over a 30-minute period at 65°-70° C. The reaction mixture was then stirred until the temperature decreased to 27° C. The reaction mixture was diluted with saturated sodium bicarbonate solution and extracted with ether. The ether extracts were dried over magnesium sulfate and evaporated under reduced pressure. The resulting residue was distilled on a 30-cm column to give 112 g of methylene bisisobutyrate, b.p. 43°-48° C. at 0.2-0.3 mm of Hg and 30 g of oxybis-methylene isobutyrate, b.p. 57°-63° C. at 0.2-0.3 mm of Hg.

Workup

  1. customdecreased to 27° C
  2. extractionextracted with ether
  3. dry with materialThe ether extracts were dried over magnesium sulfate
  4. customevaporated under reduced pressure
  5. distillationThe resulting residue was distilled on a 30-cm column

Sources & evidence

ORD record
ord-7156f543c297404f9f32044039980fb2
Source dataset
uspto-grants-1977_03
Patent number
US04012526

Linked notes

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