Hydrochloric Acid → HCID 22561682, compound

HRID 1839675Notes

Reaction equation

HRID 1839675 reaction equation
[OH-].[Li+].C([O:5][C:6]([C:8]1[C:12]([CH2:13][CH2:14][CH2:15][S:16]([CH3:19])(=[O:18])=[O:17])=[C:11]([CH:20]=[O:21])[NH:10][C:9]=1[CH3:22])=[O:7])C.Cl>CO.O>[CH:20]([C:11]1[NH:10][C:9]([CH3:22])=[C:8]([C:6]([OH:7])=[O:5])[C:12]=1[CH2:13][CH2:14][CH2:15][S:16]([CH3:19])(=[O:17])=[O:18])=[O:21]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 20761748HCID 20761748, compound

Product 1

HCID 22561682HCID 22561682, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
65 °C

Procedure

Lithium hydroxide (179.6 mg, 7.5 mmol) was added to a suspension of 5-formyl-4-(3-methanesulfonyl-propyl)-2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester (450 mg, 1.5 mmol) in methanol (6 mL) and water (6 mL). The mixture was heated under nitrogen in a 65° C. oil bath for 20 hours. The cooled reaction was adjusted to pH 2 using 1N HCl, the resulted precipitate was collected by vacuum filtration, washed with water and dried to give 356 mg (87%) of 5-formyl-4-(3-methanesulfonyl-propyl)-2-methyl-1H-pyrrole-3-carboxylic acid.

Workup

  1. customThe cooled reaction
  2. filtrationthe resulted precipitate was collected by vacuum filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-00719f5d0d784a24ba1bf336fe07021d
Source dataset
uspto-grants-2004_01
Patent number
US06677368B2

Reaction notes

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