Sodium Hydroxide → HCID 9825098, compound

HRID 2260854Notes

Reaction equation

HRID 2260854 reaction equation
[CH2:1]([C:3]1[CH:27]=[C:26]([C:28]2[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=2)[C:25]([OH:35])=[CH:24][C:4]=1[O:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][CH2:18][C:19]([O:21]CC)=[O:20])[CH3:2].[OH-].[Na+]>C(O)C.Cl>[CH2:1]([C:3]1[CH:27]=[C:26]([C:28]2[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=2)[C:25]([OH:35])=[CH:24][C:4]=1[O:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][CH2:18][C:19]([OH:21])=[O:20])[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 9956831HCID 9956831, compound

Product 1

HCID 9825098HCID 9825098, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

A solution of 375 mg of ethyl 3-(2-(4-(2-ethyl-4-(4-fluorophenyl)-5-hydroxyphenoxy)butyloxy)phenyl)propionate in 25 ml of ethanol was mixed with 5 ml of 5.0N sodium hydroxide and stirred 16 hours. The mixture was diluted with 1.0N hydrochloric acid and extracted with 3:1 dichloromethane/isopropanol. The organic phase was washed with saturated sodium chloride, dried over sodium sulfate, and evaporated in vacuo providing the desired title product in 72% yield. NMR.

Workup

  1. extractionextracted with 3:1 dichloromethane/isopropanol
  2. washThe organic phase was washed with saturated sodium chloride
  3. dry with materialdried over sodium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-436ba60817b64bc884156c7386494e41
Source dataset
uspto-grants-1995_12
Patent number
US05478857

Reaction notes

Loading…