Methanol → HCID 54562088, compound

HRID 1076343Notes

Reaction equation

HRID 1076343 reaction equation
I([O-])(=O)(=O)=O.[Na+].[OH2:7].[C:8]([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])#[N:9].CO>CC(C)=O>[C:8]([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])#[N:9]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 23667635Sodium periodateHCID 53690328HCID 53690328, compound

Product 1

HCID 54562088HCID 54562088, 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-cyano-2-methyl-1-(p-methylthiobenzylidene)-3-indenylacetic acid (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 small volume which 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-cyano-2-methyl-1-(p-methylsulfinylbenzylidene)-3-indenylacetic acid, m.p. 160°-155° in from ethyl acetate.

Workup

  1. filtrationfiltered
  2. customThe filtrate is evaporated at 30° to a small volume which
  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-98e59bb26fdd402c9514794ec2791531
Source dataset
uspto-grants-1976_05
Patent number
US03956363

Reaction notes

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