3-Amino-1,2-propanediol → HCID 11428052, compound

HRID 1940462Notes

Reaction equation

HRID 1940462 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:12]([O:14]C)=O)[CH:5]=[C:6]([CH:11]=1)[C:7]([O:9]C)=O.[NH2:16][CH2:17][CH:18]([OH:21])[CH2:19][OH:20]>CO>[OH:21][CH:18]([CH2:19][OH:20])[CH2:17][NH:16][C:12]([C:4]1[CH:3]=[C:2]([OH:1])[CH:11]=[C:6]([C:7]([NH:16][CH2:17][CH:18]([OH:21])[CH2:19][OH:20])=[O:9])[CH:5]=1)=[O:14]

Participants

4

Reactant 2

HCID 735613-Amino-1,2-propanediolHCID 830651,3-Benzenedicarboxylic acid, 5-hydroxy-, 1,3-dimethyl ester

Product 1

HCID 11428052HCID 11428052, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Dimethyl 5-hydroxyisophthalate (12.6 g, 60 mmol) was dissolved in methanol (36 mL) containing 3-amino-1,2-dihydroxypropane (16.4 g, 180 mmol). The mixture was heated to reflux temperature for 10 days, and, after cooling to room temperature, was evaporated. Acetone (100 mL) was added to the residue and the crystalline solid was collected by filtration. The product was purified by recrystallization from acetone. Yield 9.0 g (46%).

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux temperature for 10 days
  3. customwas evaporated
  4. additionAcetone (100 mL) was added to the residue
  5. filtrationthe crystalline solid was collected by filtration
  6. customThe product was purified by recrystallization from acetone

Sources & evidence

ORD record
ord-d869b67bc0b54e83b6bde8cf2c027c35
Source dataset
uspto-grants-1997_12
Patent number
US05700448

Reaction notes

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