Acetic Anhydride → HCID 131715820, compound

HRID 2291805Notes

Reaction equation

HRID 2291805 reaction equation
[OH:1][C:2]1[CH:15]=[C:14]2[C:16]3=[C:17]4[C:3]=1[C:4]([S:26]([O-:29])(=[O:28])=[O:27])=[C:5]([S:22]([O-:25])(=[O:24])=[O:23])[C:6]([S:18]([O-:21])(=[O:20])=[O:19])=[C:7]4[CH:8]=[CH:9][C:10]3=[CH:11][CH:12]=[CH:13]2.[Na+:30].[Na+].[Na+].[C:33](OC(=O)C)(=[O:35])[CH3:34].C([O-])(=O)C.[Na+]>CN(C)C=O>[Na+:30].[Na+:30].[Na+:30].[C:33]([O:1][C:2]1[CH:15]=[C:14]2[C:16]3=[C:17]4[C:3]=1[C:4]([S:26]([O-:29])(=[O:28])=[O:27])=[C:5]([S:22]([O-:25])(=[O:23])=[O:24])[C:6]([S:18]([O-:21])(=[O:20])=[O:19])=[C:7]4[CH:8]=[CH:9][C:10]3=[CH:11][CH:12]=[CH:13]2)(=[O:35])[CH3:34]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 20065585HCID 20065585, compound

Product 1

HCID 131715820HCID 131715820, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

10 grams of trisodium hydroxypyrenetrisulfonate, 50 mls of acetic anhydride and 1.6 grams of sodium acetate are added to 200 mls of dimethylformamide in a 500 ml flask. The flask is equipped with a condenser having a drying tube and a stirring bar. The contents of the flask are stirred at 50° to 70° C. for one to two hours. The reaction mixture is filtered and the filtrate collected. The filtrate is vacuum evaporated to yield a crude solid product. This crude solid product is extracted into boiling methanol. The volume of the methanol is reduce to 100 mls and cooled. The first batch of product crystallizes out and is filtered. The methanol is again reduced to approximately 20 mls to yield a second crop of product. This is filtered and combined with the first batch and dried for twenty to forty minutes at 60° C.

Workup

  1. customThe flask is equipped with a condenser
  2. filtrationThe reaction mixture is filtered
  3. customthe filtrate collected
  4. customevaporated
  5. customto yield a crude solid product
  6. extractionThis crude solid product is extracted
  7. temperaturecooled
  8. customThe first batch of product crystallizes out
  9. filtrationis filtered
  10. customto yield a second crop of product
  11. filtrationThis is filtered
  12. customdried for twenty to forty minutes at 60° C.

Sources & evidence

ORD record
ord-d174d9472fcb46b48170f87d86c94aac
Source dataset
uspto-grants-1989_01
Patent number
US04798738

Reaction notes

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