HCID 13138320, compound → HCID 14158055, compound

HRID 905362Notes

Reaction equation

HRID 905362 reaction equation
C([O:3][C:4](=[O:22])[CH:5]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:6][P:7]([O:12][CH2:13][CH3:14])([O:9][CH2:10][CH3:11])=[O:8])C>[OH-].[Na+]>[CH2:15]([CH:5]([CH2:6][P:7]([O:9][CH2:10][CH3:11])([O:12][CH2:13][CH3:14])=[O:8])[C:4]([OH:22])=[O:3])[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

3

Reactant 1

HCID 13138320HCID 13138320, compound

Product 1

HCID 14158055HCID 14158055, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

The ester from stage (a) (3.28 g) was saponified at pH 11.3 (pH stat) for 4 hr with 1 N. NaOH (10 ml). The reaction mixture was extracted with ether (30 ml), the aqueous phase acidified to pH 2.0 with cHCl and extracted with ethyl acetate (3×30 ml). The combined extracts were dried (MgSO4) and evaporated in vacuo to a viscous oil (2.7 g). The structure was confirmed by NMR.

Workup

  1. extractionThe reaction mixture was extracted with ether (30 ml)
  2. extractionextracted with ethyl acetate (3×30 ml)
  3. dry with materialThe combined extracts were dried (MgSO4)
  4. customevaporated in vacuo to a viscous oil (2.7 g)

Sources & evidence

ORD record
ord-df7040efd98a4e17bc3b124004ddf5de
Source dataset
uspto-grants-1983_12
Patent number
US04423242

Reaction notes

Loading…