Acetone → HCID 20482502, compound

HRID 648330Notes

Reaction equation

HRID 648330 reaction equation
[CH2:1]([S:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([OH:24])=[O:23])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH3:4].[CH3:27][C:28](C)=O.I([O-])(=O)(=O)=[O:32].[Na+]>O1CCCC1.O>[CH2:27]([C:20]1[CH:19]=[C:18]([NH:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][S:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[O:32])[CH:26]=[CH:25][C:21]=1[C:22]([OH:24])=[O:23])[CH3:28]

Participants

6

Reactant 3

HCID 180AcetoneHCID 20482501HCID 20482501, compoundHCID 23667635Sodium periodate

Product 1

HCID 20482502HCID 20482502, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 5.2 g. of 4-[11-(n-butylthio)undecylamino]benzoic acid in 35 ml. of acetone and 20 ml. of tetrahydrofuran is treated with a solution of 3.7 g. of sodium metaperiodate in 3.5 ml. of water and 20 ml. of tetrahydrofuran and the mixture is stirred under reflux for 2 hours and then filtered. The filtrate is extracted with saturated aqueous sodium chloride solution, dried over magnesium sulfate, and evaporated. Crystallization from acetone-chloroform affords the product as a white solid.

Workup

  1. temperatureunder reflux for 2 hours
  2. filtrationfiltered
  3. extractionThe filtrate is extracted with saturated aqueous sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customCrystallization from acetone-chloroform

Sources & evidence

ORD record
ord-f7f79a4f638a4da591c44c3956090270
Source dataset
uspto-grants-1983_10
Patent number
US04411903

Reaction notes

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