Sodium Hydroxide → STK279704

HRID 1351243Notes

Reaction equation

HRID 1351243 reaction equation
C([O:3][C:4]([C:6]1[C:7]2[CH2:14][CH2:13][CH2:12][C:11](=[O:15])[C:8]=2[S:9][CH:10]=1)=[O:5])C.[OH-].[Na+].O.Cl>CO.O1CCCC1>[O:15]=[C:11]1[C:8]2[S:9][CH:10]=[C:6]([C:4]([OH:5])=[O:3])[C:7]=2[CH2:14][CH2:13][CH2:12]1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 13356239HCID 13356239, compoundHCID 21885828Hydrate;hydrochloride

Product 1

HCID 3860983STK279704Yield 95.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a mixture solution of 7-Oxo-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester (21.6 g) in methanol (50 mL) and tetrahydrofuran (50 mL) was added in several portions an aqueous solution of 2N sodium hydroxide (77 mL) on an ice bath. After the solution was stirred for 45 minutes and the pH of solution was adjusted to 2 with 2N hydrochloric acid water, the organic solvent was removed by evaporation. Water was added to the residue to suspend, the solid was collected by filtration, and washed with water and then with ethanol, and then was dried to provide the title compound (18.1 g).

Workup

  1. customthe organic solvent was removed by evaporation
  2. additionWater was added to the residue
  3. filtrationthe solid was collected by filtration
  4. washwashed with water
  5. dry with materialwith ethanol, and then was dried

Sources & evidence

ORD record
ord-dd6871c8e13e4201aa264e5b6d5893ff
Source dataset
uspto-grants-2007_05
Patent number
US07217723B2

Reaction notes

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