Hydrogen Peroxide → HCID 86743738, compound

HRID 1199088Notes

Reaction equation

HRID 1199088 reaction equation
[CH2:1]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[OH:22]O>C(O)CC.O.O.[O-][W]([O-])(=O)=O.[Na+].[Na+]>[CH2:12]([N+:11]([O-:22])=[CH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

5

Reactant 2

HCID 784Hydrogen Peroxide2×HCID 14261Didecylamine

Product 1

HCID 86743738HCID 86743738, compound

Reagents, catalysts & solvents 2

HCID 150191Sodium Tungstate DihydrateCatalystHCID 10311-PropanolSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 29.8 grams of didecylamine in 120 ml of n-propanol is added sequentially 1.6 grams of sodium tungstate dihydrate and 14.3 grams of a 50% aqueous hydrogen peroxide solution at 5°-10° C. The reaction mixture is allowed to warm up to 40° C. and is maintained at that temperature for 20 hours. An additional 7.2 grams of 50% aqueous hydrogen peroxide solution is added to the solution at 40° C. After further stirring for another day, the reaction mixture is concentrated under reduced pressure. The residue is partitioned between chloroform and water. The combined organic extracts are washed with water and then dried over anhydrous sodium sulfate. Removal of the chloroform solvent leaves a crude product which is purified by recrystallization from heptane to afford the above-named compound as a white solid melting at 63°-65° C. in a yield of 9.8 grams.

Workup

  1. temperatureis maintained at that temperature for 20 hours
  2. concentrationthe reaction mixture is concentrated under reduced pressure
  3. customThe residue is partitioned between chloroform and water
  4. washThe combined organic extracts are washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customRemoval of the chloroform solvent
  7. customleaves a crude product which
  8. customis purified by recrystallization from heptane

Sources & evidence

ORD record
ord-5c4bcfd100894cba96eac59ac8162c32
Source dataset
uspto-grants-1990_02
Patent number
US04898901

Reaction notes

Loading…