Acetic Anhydride → HCID 18986242, compound

HRID 2396822Notes

Reaction equation

HRID 2396822 reaction equation
[Cl:1][C:2]1[C:3]([C:14](O)=O)=[C:4]([NH:9][CH2:10]C(O)=O)[CH:5]=[CH:6][C:7]=1[F:8].[C:17]([O-:20])(=[O:19])[CH3:18].[Na+].C(O[C:26](=[O:28])[CH3:27])(=O)C>>[C:17]([O:20][C:14]1[C:3]2[C:4](=[CH:5][CH:6]=[C:7]([F:8])[C:2]=2[Cl:1])[N:9]([C:26](=[O:28])[CH3:27])[CH:10]=1)(=[O:19])[CH3:18]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 18986289HCID 18986289, compound

Product 1

HCID 18986242HCID 18986242, compoundYield 94%

Procedure

A suspension of 2.63 g of N-[3-chloro-2-(hydroxycarbonyl)-4-fluoro-phenyl]glycine and 2.63 g of sodium acetate in 25 ml of acetic anhydride was boiled under reflux for 45 minutes. The solvent was removed in a vacuum and the residue was treated with 50 ml of water. The crystals were filtered off, washed with water and dried. There were obtained 2.7 g (94%) of 3-acetoxy-1-acetyl-4-chloro-5-fluoroindole as yellow crystals with m.p. 168°-169°.

Workup

  1. temperatureunder reflux for 45 minutes
  2. customThe solvent was removed in a vacuum
  3. additionthe residue was treated with 50 ml of water
  4. filtrationThe crystals were filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-6f6ab7c00a3446bda1c840165ba21cbd
Source dataset
uspto-grants-1996_02
Patent number
US05494928

Reaction notes

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