Sodium Hydroxide → 1038509-42-0

HRID 560322Notes

Reaction equation

HRID 560322 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[CH:8][C:9]([Cl:15])=[C:10]2[O:14][CH:13]=[CH:12][C:11]=12)=[O:5])C.[OH-].[Na+]>CO.O>[Cl:15][C:9]1[CH:8]=[CH:7][C:6]([C:4]([OH:5])=[O:3])=[C:11]2[C:10]=1[O:14][CH:13]=[CH:12]2

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 66998483HCID 66998483, compound

Product 1

HCID 669987031038509-42-0

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
55 °C

Procedure

A mixture of 7-chloro-benzofuran-4-carboxylic acid ethyl ester (3.90 mmol) and NaOH (5.85 mmol) in MeOH (4.4 mL) and water (4.4 mL) is heated to 55° C. for 90 min. The mixture is concentrated in vacuo and made acidic by addition of aq. HCl (1.0 M). The obtained precipitate is filtered off and dried in vacuo to give the desired product. 1H-NMR (DMSO-d6): δ=13.3 (bs, 1H); 8.27 (s, 1H); 7.89 (d, J=8.3 Hz, 1H); 7.56 (d, J=8.3 Hz, 1H); 7.42 (s, 1H).

Workup

  1. concentrationThe mixture is concentrated in vacuo
  2. additionmade acidic by addition of aq. HCl (1.0 M)
  3. filtrationThe obtained precipitate is filtered off
  4. customdried in vacuo

Sources & evidence

ORD record
ord-59ab393344724af7be8dd6c44744a8ce
Source dataset
uspto-grants-2011_11
Patent number
US08063099B2

Reaction notes

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