Acetic Anhydride → Furo(3,2-b)furan-2,5-dione, 3,6-diphenyl-

HRID 267756Notes

Reaction equation

HRID 267756 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:21](=[O:22])[O:20]/[C:9](=[C:10](/[C:17]([OH:19])=[O:18])\[C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)/[C:8]=2O)=[CH:3][CH:2]=1.C(OC(=O)C)(=O)C>>[CH:14]1[CH:15]=[CH:16][C:11]([C:10]2[C:17](=[O:19])[O:18][C:8]3=[C:7]([C:4]4[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=4)[C:21]([O:20][C:9]=23)=[O:22])=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 5468251326548-70-9

Product 1

HCID 72617Furo(3,2-b)furan-2,5-dione, 3,6-diphenyl-

Procedure

Pulvinic acid (19.0 g., 0.0616 m.) is refluxed in 250 ml. of acetic anhydride for 15 minutes. The cooled solution is stirred into 1200 ml. of ice and water and the oily mass crystallized by stirring in 500 ml. of ethanol. The yellow solid is removed, washed with ethanol and dried to yield pulvinic acid lactone, m.p. 221.5° -223° C.

Workup

  1. customof ice and water and the oily mass crystallized
  2. stirringby stirring in 500 ml
  3. customThe yellow solid is removed
  4. washwashed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-8c90b12eec52496cb2f123d08acdda69
Source dataset
uspto-grants-1976_03
Patent number
US03944571

Reaction notes

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