Acetic Anhydride → HCID 54467435, compound

HRID 1649116Notes

Reaction equation

HRID 1649116 reaction equation
[OH:1][CH2:2][CH2:3][O:4][CH:5]([N:14]1[CH:21]=[C:20]([F:22])[C:18](=[O:19])[NH:17][C:15]1=[O:16])[CH:6]=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:23](OC(=O)C)(=[O:25])[CH3:24]>N1C=CC=CC=1>[C:23]([O:1][CH2:2][CH2:3][O:4][CH:5]([N:14]1[CH:21]=[C:20]([F:22])[C:18](=[O:19])[NH:17][C:15]1=[O:16])[CH:6]=[CH:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)(=[O:25])[CH3:24]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 54188186HCID 54188186, compound

Product 1

HCID 54467435HCID 54467435, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To the solution of 1-[1-(2-hydroxyethoxy)-3-phenyl-2-propenyl]-5-fluorouracil (3 g) obtained in Example 19 in pyridine (10 ml), acetic anhydride (10 ml) was added followed by stirring at room temperature for 3 hours. The reaction mixture was poured into ice-water and extracted with chloroform. The chloroform layer was washed with water, dried and evaporated to remove chloroform. The residue was treated with a small amount of ethanol to give 2.8 g of crystalline 1-[1-(2-acetoxyethoxy)-3-phenyl-2-propenyl]-5-fluorouracil.

Workup

  1. extractionextracted with chloroform
  2. washThe chloroform layer was washed with water
  3. customdried
  4. customevaporated
  5. customto remove chloroform
  6. additionThe residue was treated with a small amount of ethanol

Sources & evidence

ORD record
ord-b78444f8c8ed4828812cd27edd6c6bd6
Source dataset
uspto-grants-1983_11
Patent number
US04415573

Reaction notes

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