Hydrochloric Acid → HCID 21703041, compound

HRID 1596758Notes

Reaction equation

HRID 1596758 reaction equation
[CH:1]([C:3]([CH3:5])=[O:4])=[CH2:2].[OH-].[Na+].[S:8]1[CH:12]=[CH:11][C:10]([CH2:13][C:14](=[O:18])[C:15]([OH:17])=[O:16])=[CH:9]1.Cl>CO>[S:8]1[CH:12]=[CH:11][C:10]([CH:13]2[C:14]([C:15]([OH:17])=[O:16])([OH:18])[CH2:5][C:3](=[O:4])[CH2:1][CH2:2]2)=[CH:9]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6570Methyl vinyl ketoneHCID 14798Sodium HydroxideHCID 16789205HCID 16789205, compound

Product 1

HCID 21703041HCID 21703041, compoundYield 699.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

17.1 cm3 (21 mmol) of methyl vinyl ketone and 7.2 g (18 mmol) of sodium hydroxide pellets are successively added to a solution, cooled to 0° C., of 22.4 g (13 mmol) of (3-thienyl)pyruvic acid in 150 cm3 of methanol and then the reaction mixture is stirred at a temperature in the region of 20° C. for two hours. After neutralizing with 60 cm3 of a 3N aqueous hydrochloric acid solution, the precipitate formed is filtered off, washed with water and then dried at 20° C. 21.85 g (70%) of 6-(3-thienyl)-3-oxocyclohexan-1-ol-1-carboxylic acid are thus obtained in the form of a yellow powder, the characteristics of which are as follows:

Workup

  1. customthe precipitate formed
  2. filtrationis filtered off
  3. washwashed with water
  4. customdried at 20° C

Sources & evidence

ORD record
ord-6a592204270347379c79f690e8bfc35e
Source dataset
uspto-grants-2001_09
Patent number
US06291679B1

Reaction notes

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