Sodium Hydroxide → HCID 19068260, compound

HRID 1957684Notes

Reaction equation

HRID 1957684 reaction equation
[C:1]12([C:11]3[CH:12]=[C:13]([S:19]([CH2:21][C:22]4[CH:31]=[CH:30][C:25]([C:26]([O:28]C)=[O:27])=[CH:24][CH:23]=4)=[O:20])[CH:14]=[CH:15][C:16]=3[O:17][CH3:18])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[OH-].[Na+]>C1COCC1>[C:1]12([C:11]3[CH:12]=[C:13]([S:19]([CH2:21][C:22]4[CH:31]=[CH:30][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=4)=[O:20])[CH:14]=[CH:15][C:16]=3[O:17][CH3:18])[CH2:10][CH:5]3[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]3)[CH2:8]1)[CH2:2]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19068283HCID 19068283, compound

Product 1

HCID 19068260HCID 19068260, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.1 g (2.7 mmol) of the above methyl ester (b), 40 ml of THF and 40 ml of methanolic sodium hydroxide solution (2N) were introduced into a round-bottomed flask and the mixture was stirred at room temperature for eight hours. The reaction medium was evaporated to dryness and the residue was taken up in water, acidified to pH 1 and extracted with ethyl ether. The organic phase was separated out after settling had taken place, dried over magnesium sulfate and evaporated. The residue obtained was triturated from hexane, filtered and dried. 900 mg (78%) of the expected acid, having a melting point of 164°-5° C., were recovered.

Workup

  1. customThe reaction medium was evaporated to dryness
  2. extractionextracted with ethyl ether
  3. customThe organic phase was separated out
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customThe residue obtained
  7. customwas triturated from hexane
  8. filtrationfiltered
  9. customdried
  10. customwere recovered

Sources & evidence

ORD record
ord-5951bdad1e8e4c8a951de70c63a395d3
Source dataset
uspto-grants-1998_07
Patent number
US05786379

Reaction notes

Loading…