Methanol → HCID 53948779, compound

HRID 1977177Notes

Reaction equation

HRID 1977177 reaction equation
I([O-])(=O)(=O)=O.[Na+].[OH2:7].[CH3:8][O:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[C:15](=[CH:19][C:20]1[CH:25]=[CH:24][C:23]([S:26][CH3:27])=[CH:22][CH:21]=1)[C:14]([CH3:28])=[C:13]2[CH2:29][C:30]([OH:32])=[O:31].CO>CC(C)=O>[CH3:8][O:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[C:15](=[CH:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([CH3:27])=[O:7])=[CH:22][CH:21]=1)[C:14]([CH3:28])=[C:13]2[CH2:29][C:30]([OH:32])=[O:31]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 23667635Sodium periodateHCID 53920586HCID 53920586, compound

Product 1

HCID 53948779HCID 53948779, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of sodium periodate (0.214 g.; 0.001 mole) in 3 ml. of water is added dropwise to 5-methoxy-2-methyl-1-(ρ-methylthiobenzylidene)-3-indenyl acetic acid (0.352 g.) (0.001 mole) in 25 ml. methanol and enough acetone to cause solution. This solution is stirred overnight at room temperature and filtered. The filtrate is evaporated at 30° to a sufficiently small volume that causes the product to precipitate. The suspension is diluted with several volumes of water, cooled and collected. The product is dried in vacuo over potassium hydroxide pellets and then in a vacuum oven at 70° to give 5-methoxy-2-methyl-1-(ρ-methylsulfinylbenzylidene)-3-indenyl acetic acid (M.P. 200.5-203.5°).

Workup

  1. filtrationfiltered
  2. customThe filtrate is evaporated at 30° to a sufficiently small volume that
  3. customto precipitate
  4. additionThe suspension is diluted with several volumes of water
  5. temperaturecooled
  6. customcollected
  7. dry with materialThe product is dried in vacuo over potassium hydroxide pellets

Sources & evidence

ORD record
ord-3433cf8ef3f14226bc0424163c2f06c3
Source dataset
uspto-grants-2001_05
Patent number
US06232312B1

Reaction notes

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