Hydrochloric Acid → HCID 14154197, compound

HRID 621795Notes

Reaction equation

HRID 621795 reaction equation
[Br:1][C:2]1[C:3]([O:17][CH:18]([CH3:20])[CH3:19])=[C:4]([C:13]([O:15]C)=[O:14])[S:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[OH-].[Na+].O.Cl>CO>[Br:1][C:2]1[C:3]([O:17][CH:18]([CH3:20])[CH3:19])=[C:4]([C:13]([OH:15])=[O:14])[S:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 14873733HCID 14873733, compound

Product 1

HCID 14154197HCID 14154197, compoundYield 98.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-bromo-3-(1-methylethoxy)-5-phenyl-2-thiophenecarboxylate (4.8 g, 14 mmoles) is stirred in methanol (5 mL), 1N NaOH (27 mL) is added, and the mixture is stirred and heated under reflux. After 3 hours the mixture is stirred into water (300 mL) and acidified with concentrated HCl. The precipitate is filtered off, rinsed with water and dried to afford the product (4.7 g); mp 159°-160° C.

Workup

  1. temperatureheated
  2. temperatureunder reflux
  3. filtrationThe precipitate is filtered off
  4. washrinsed with water
  5. customdried

Sources & evidence

ORD record
ord-c2a231984d1b42eeafc9b0e952d32aad
Source dataset
uspto-grants-1989_04
Patent number
US04824958

Reaction notes

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