Sodium Hydroxide → 8-Methylthiochroman-4-one-7-carboxylic acid

HRID 1005292Notes

Reaction equation

HRID 1005292 reaction equation
[CH3:1][C:2]1[C:3]([C:13]([O:15]C)=[O:14])=[CH:4][CH:5]=[C:6]2[C:11]=1[S:10][CH2:9][CH2:8][C:7]2=[O:12].[OH-].[Na+]>O.CO>[CH3:1][C:2]1[C:3]([C:13]([OH:15])=[O:14])=[CH:4][CH:5]=[C:6]2[C:11]=1[S:10][CH2:9][CH2:8][C:7]2=[O:12]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 15335227Methyl 8-methylthiochroman-4-one-7-carboxylate

Product 1

HCID 153352288-Methylthiochroman-4-one-7-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

41.1 g (0.17 mol) of methyl 8-methylthiochroman-4-one-7-carboxylate are hydrolyzed under reflux with 10.3 g (0.26 mol) of NaOH in a mixture of 400 ml of water and methanol. The methanol is then distilled off and the residue is diluted with water and acidifed with 2N hydrochloric acid. The useful product precipitates out and is filtered off with suction, washed with water and dried.

Workup

  1. distillationThe methanol is then distilled off
  2. additionthe residue is diluted with water and acidifed with 2N hydrochloric acid
  3. customThe useful product precipitates out
  4. filtrationis filtered off with suction
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-3980f48708fe472e9bb415c6c5391d21
Source dataset
uspto-grants-2000_04
Patent number
US06054414

Reaction notes

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