Chloroform → HCID 21951121, compound

HRID 1358170Notes

Reaction equation

HRID 1358170 reaction equation
C(Cl)(Cl)Cl.[NH2:5][C:6]([CH3:13])([CH3:12])[CH2:7][NH:8][CH2:9][CH2:10][OH:11].[OH-:14].[Na+]>CC(C)=O.O>[OH:11][CH2:10][CH2:9][N:8]1[CH2:7][C:6]([CH3:13])([CH3:12])[NH:5][C:6]([CH3:13])([CH3:12])[C:7]1=[O:14]

Participants

6

Reactant 3

HCID 6212ChloroformHCID 14798Sodium HydroxideHCID 2268402-[(2-Amino-2-methylpropyl)amino]ethan-1-ol

Product 1

HCID 21951121HCID 21951121, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

244.2 g (2.05 mol) of chloroform are added to 180 g (1.36 mol) of 2-(2-amino-2-methylpropylamino)ethanol in 1204 ml of acetone. The mixture is cooled to 5° C. under stirring and a solution of 327 g (8.18 mol) of sodium hydroxide in 327 ml of water is slowly added, the temperature of the mixture being maintained at 0°-5° C. during the addition. The mixture is then stirred at this temperature for further 2 hours and at room temperature for 15 hours. Subsequently, the pH of the aqueous solution is corrected to 11 and the mixture is stirred for further 4 hours. Then, the mixture is filtered and the residue is washed with acetone. The filtrate and the acetone of washing are collected and evaporated under vacuum (70° C./24 mbar). The residue is distilled giving a white oil with a boiling point of 115° C. at 2.66 mbar. After cooling a solid product with a melting point of 91°-93° C. is obtained.

Workup

  1. temperaturethe temperature of the mixture being maintained at 0°-5° C. during the addition
  2. stirringThe mixture is then stirred at this temperature for further 2 hours and at room temperature for 15 hours
  3. stirringthe mixture is stirred for further 4 hours
  4. filtrationThen, the mixture is filtered
  5. washthe residue is washed with acetone
  6. washThe filtrate and the acetone of washing
  7. customare collected
  8. customevaporated under vacuum (70° C./24 mbar)
  9. distillationThe residue is distilled
  10. customgiving a white oil with a boiling point of 115° C. at 2.66 mbar
  11. temperatureAfter cooling a solid product with a melting point of 91°-93° C.
  12. customis obtained

Sources & evidence

ORD record
ord-e715aae91759498ea5c76f55bf920d9d
Source dataset
uspto-grants-2003_07
Patent number
US06596461B1

Reaction notes

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