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

HRID 582824Notes

Reaction equation

HRID 582824 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-oxathiine-7-carboxylate together with 1.0 g (0.0252 mol) of sodium hydroxide are refluxed in 40 ml of methanol/water. The mixture is stirred for 2 hours at this temperature, and the solvent is subsequently distilled off. The residue is taken up in water. The mixture is extracted using ether, and the aqueous phase is then acidified using 2 N hydrochloric acid. The product of value precipitates and is filtered off with suction and washed with a small amount of water. The product is dried in a vacuum drying oven at 40° C.

Workup

  1. distillationthe solvent is subsequently distilled off
  2. extractionThe mixture is extracted
  3. customThe product of value precipitates
  4. filtrationis filtered off with suction
  5. washwashed with a small amount of water
  6. customThe product is dried in a vacuum
  7. customdrying oven at 40° C.

Sources & evidence

ORD record
ord-19d241dde7e241de9320bc16b04abf95
Source dataset
uspto-grants-1999_07
Patent number
US05925767

Reaction notes

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