Sodium Hydroxide → HCID 22666264, compound

HRID 1007939Notes

Reaction equation

HRID 1007939 reaction equation
[F:1][C:2]1[C:3]([C:13]([O:15]C)=[O:14])=[CH:4][C:5]2[CH:9]=[CH:8][S:7][C:6]=2[C:10]=1[O:11][CH3:12].[OH-].[Na+]>CO>[F:1][C:2]1[C:3]([C:13]([OH:15])=[O:14])=[CH:4][C:5]2[CH:9]=[CH:8][S:7][C:6]=2[C:10]=1[O:11][CH3:12]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22666390HCID 22666390, compound

Product 1

HCID 22666264HCID 22666264, compoundYield 93.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 30 mL of 90% aqueous solution of methanol is dissolved 5.90 g of methyl 6-fluoro-7-methoxybenzo-[b]thiophene-5-carboxylate, to which is added 1.18 g of sodium hydroxide. The mixture is stirred at ambient temperature for 6 hours. The reaction mixture is concentrated under reduced pressure, the residue is mixed with water and hexane, and the aqueous layer is separated. The aqueous layer is adjusted to pH 1 with 6 mol/L hydrochloric acid, and the deposited crystal is collected by filtration, washed with water and dried. Thus, 5.20 g of 6-fluoro-7-methoxybenzo[b]thiophene-5-carboxylic acid is obtained as a light brown-colored crystalline product.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. additionthe residue is mixed with water and hexane
  3. customthe aqueous layer is separated
  4. filtrationthe deposited crystal is collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-74e0ffdf51f441718e69d6000a624748
Source dataset
uspto-grants-2004_09
Patent number
US06797726B1

Reaction notes

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