Sodium Hydroxide → 8-Methyl-2,3-dihydrobenz-1,4-oxathiin-7-carboxylic acid

HRID 849451Notes

Reaction equation

HRID 849451 reaction equation
[CH3:1][C:2]1[C:11]2[O:10][CH2:9][CH2:8][S:7][C:6]=2[CH:5]=[CH:4][C:3]=1[C:12]([O:14]CC)=[O:13].[OH-].[Na+]>CO.O>[CH3:1][C:2]1[C:11]2[O:10][CH2:9][CH2:8][S:7][C:6]=2[CH:5]=[CH:4][C:3]=1[C:12]([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15376197Ethyl 8-methyl-2,3-dihydrobenz-1,4-oxathiin-7-carboxylate

Product 1

HCID 153761988-Methyl-2,3-dihydrobenz-1,4-oxathiin-7-carboxylic acid

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

4.0 g (0.0168 mol) of ethyl 8-methyl-2,3-dihydrobenz-1,4-oxathiin-7-carboxylate are heated to reflux together with 1.0 g (0.0252 mol) of sodium hydroxide in 40 ml of methanol/water. The mixture is stirred for 2 hours at the room temperature and the solvent is then distilled off. The residue is taken up with water. The mixture is extracted with ether and the aqueous phase is then acidified with 2N hydrochloric acid. The useful product precipitates, is filtered off with suction and washed with a little water. The product is dried in a vacuum drying oven at 40° C.

Workup

  1. distillationthe solvent is then distilled off
  2. extractionThe mixture is extracted with ether
  3. customThe useful product precipitates
  4. filtrationis filtered off with suction
  5. washwashed with a little water
  6. customThe product is dried in a vacuum
  7. customdrying oven at 40° C.

Sources & evidence

ORD record
ord-027c62df8fe445b19b26972c92ab1928
Source dataset
uspto-grants-2000_01
Patent number
US06013607

Reaction notes

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