Hydrochloric Acid → HCID 68724457, compound

HRID 493192Notes

Reaction equation

HRID 493192 reaction equation
C([O:3][C:4]([C:6]1[O:7][C:8]2[CH:17]=[C:16]([O:18][CH:19]3[CH2:24][CH2:23][N:22]([CH:25]([CH3:27])[CH3:26])[CH2:21][CH2:20]3)[CH:15]=[CH:14][C:9]=2[C:10]=1[CH:11]([CH3:13])[CH3:12])=[O:5])C.[OH-].[Na+].Cl>C1COCC1.C(O)C>[CH:11]([C:10]1[C:9]2[CH:14]=[CH:15][C:16]([O:18][CH:19]3[CH2:24][CH2:23][N:22]([CH:25]([CH3:26])[CH3:27])[CH2:21][CH2:20]3)=[CH:17][C:8]=2[O:7][C:6]=1[C:4]([OH:5])=[O:3])([CH3:12])[CH3:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68726283HCID 68726283, compound

Product 1

HCID 68724457HCID 68724457, compoundYield 150.4%

Reagents, catalysts & solvents 1

HCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

The above prepared 3-isopropyl-6-(1-isopropyl-piperidin-4-yloxy)-benzofuran-2-carboxylic acid ethyl ester (0.720 g, 1.54 mmol, corrected for purity) was dissolved in 4 mL of THF/ethanol=1/1 and treated with 0.771 mL of aq. NaOH (3M, 1.5 eq.). The mixture was stirred for 3 h at ambient temperature and was then neutralized by adding 1.16 mL of 2M HCl (1.5 eq.). Careful evaporation of all solvents and drying afforded then 0.800 g of the title compound as light yellow foam contaminated with innocouos inorganic salts.

Workup

  1. customCareful evaporation of all solvents
  2. customdrying
  3. customafforded

Sources & evidence

ORD record
ord-ca9cef5c05ac4fa6b95f0915595c7d8e
Source dataset
uspto-grants-2009_05
Patent number
US07534788B2

Reaction notes

Loading…