HCID 23464483, compound → HCID 13013941, compound

HRID 444158Notes

Reaction equation

HRID 444158 reaction equation
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[S:6](=[O:13])[C:5]2[CH:14]=[C:15]([C:18]([O:20]C)=[O:19])[CH:16]=[CH:17][C:4]=2[NH:3]1>O1CCCC1.[OH-].[Na+]>[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[S:6](=[O:13])[C:5]2[CH:14]=[C:15]([C:18]([OH:20])=[O:19])[CH:16]=[CH:17][C:4]=2[NH:3]1

Participants

4

Reactant 1

HCID 23464483HCID 23464483, compound

Product 1

HCID 13013941HCID 13013941, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

Stir at room temperature 1.11 gm of the ester of Example 24 in a mixture of 50 ml of tetrahydrofuran and 50 ml of 10% aqueous sodium hydroxide for 3 hours. Separate the phases and extract the organic phase with 10% aqueous sodium hydroxide. Wash the combined aqueous phases with tetrahydrofuran and evaporate partially to remove residual tetrahydrofuran. Acidify with acetic acid. Separate the precipitate, wash with water and dry to obtain the title product (mp 352° C. dec).

Workup

  1. customSeparate the phases
  2. extractionextract the organic phase with 10% aqueous sodium hydroxide
  3. washWash the combined aqueous phases with tetrahydrofuran
  4. customevaporate partially
  5. customto remove residual tetrahydrofuran
  6. customSeparate the precipitate
  7. washwash with water
  8. customdry

Sources & evidence

ORD record
ord-35f77b20e310464692056a9a7f62f1fb
Source dataset
uspto-grants-1981_04
Patent number
US04263207

Reaction notes

Loading…