Water → HCID 61327641, compound

HRID 442618Notes

Reaction equation

HRID 442618 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][NH2:6].[C:10]1(=[O:17])[O:16][C:14](=[O:15])[CH2:13][O:12][CH2:11]1.O>O1CCOCC1>[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][NH:6][C:14](=[O:15])[CH2:13][O:12][CH2:11][C:10]([OH:17])=[O:16]

Participants

5

Reactant 3

HCID 962WaterHCID 660153-MethylbenzylamineHCID 782321,4-Dioxane-2,6-dione

Product 1

HCID 61327641HCID 61327641, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

N-(3-methylbenzyl)-diglycolic acid, monoamide was prepared as follows: 2.4 g (0.02 moles) of 3-methylbenzylamine (Aldrich Chemical) was added to 3.0 g (0.026 mole) of diglycolic anhydride (Aldrich) dissolved in 15 mL dioxane. The solution was warmed, with stirring, at 70°-80° C. for 60 min. After cooling slightly, water was added to near the cloud point. After standing 60 minutes at room temperature, the crystals were filtered by suction, washed with water, and air dried. Recrystallized from water-ethanol.

Workup

  1. temperatureThe solution was warmed
  2. temperatureAfter cooling slightly
  3. waitAfter standing 60 minutes at room temperature
  4. filtrationthe crystals were filtered by suction
  5. washwashed with water, and air
  6. customdried
  7. customRecrystallized from water-ethanol

Sources & evidence

ORD record
ord-c321ad7f474d4265a3aa4344ab792531
Source dataset
uspto-grants-1999_04
Patent number
US05891657

Reaction notes

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