Sodium Hydroxide → HCID 20282966, compound

HRID 2295423Notes

Reaction equation

HRID 2295423 reaction equation
[C:1]([C:4]1[CH:30]=[CH:29][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:14]=[CH:15][C:16]3[O:20][C:19]([C:21]([O:23]C)=[O:22])=[CH:18][C:17]=3[C:25]=2[CH2:26][CH:27]=[CH2:28])=[C:6]([CH2:31][CH2:32][CH3:33])[C:5]=1[OH:34])(=[O:3])[CH3:2].[OH-].[Na+]>O1CCOCC1>[C:1]([C:4]1[CH:30]=[CH:29][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:14]=[CH:15][C:16]3[O:20][C:19]([C:21]([OH:23])=[O:22])=[CH:18][C:17]=3[C:25]=2[CH2:26][CH:27]=[CH2:28])=[C:6]([CH2:31][CH2:32][CH3:33])[C:5]=1[OH:34])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20282940HCID 20282940, compound

Product 1

HCID 20282966HCID 20282966, compoundYield 50.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The ester of step (b) (1.43 g) was stirred in dioxan (30 ml) containing N sodium hydroxide (6.75 ml) for one hour. The green solution was acidified and extracted with ethyl acetate. Evaporation gave a residue which was chromatographed over silica with a mixture of dichloromethane, ether and formic acid (90:7:3) to give the title acid (0.7 g), mp 157°-158°.

Workup

  1. extractionextracted with ethyl acetate
  2. customEvaporation
  3. customgave a residue which
  4. customwas chromatographed over silica with a mixture of dichloromethane, ether and formic acid (90:7:3)

Sources & evidence

ORD record
ord-643d0cd39d054342b8a083e3f0ebde80
Source dataset
uspto-grants-1984_01
Patent number
US04424231

Reaction notes

Loading…