Hydrochloric Acid → HCID 21849180, compound

HRID 862821Notes

Reaction equation

HRID 862821 reaction equation
C([NH:4][C:5]([CH2:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH:14]=1)([CH2:8][OH:9])[CH2:6][OH:7])(=O)C.[OH-].[Na+].Cl>CO>[NH2:4][C:5]([CH2:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH:14]=1)([CH2:6][OH:7])[CH2:8][OH:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21849222HCID 21849222, compound

Product 1

HCID 21849180HCID 21849180, compoundYield 71.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Acetamido-2-[3-(3-undecyloxyphenyl)propyl]-1,3-propanediol (1.4 g) was dissolved in 50 ml of methanol and 16.6 ml of a 1N aqueous sodium hydroxide solution was added thereto. The mixture was refluxed under heating for 3 hours. The mixture was poured into ice water and neutralized with dilute hydrochloric acid. The solvent was distilled away and chloroform was added to the residue for extraction. The chloroform layer was washed and dried. The solvent was distilled away and the residue was recrystallized from diisopropyl ether-hexane to give 0.9 g of 2-amino-2-[3-(3-undecyloxyphenyl)propyl]-1,3-propanediol as white crystals.

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureunder heating for 3 hours
  3. distillationThe solvent was distilled away
  4. additionchloroform was added to the residue for extraction
  5. washThe chloroform layer was washed
  6. customdried
  7. distillationThe solvent was distilled away
  8. customthe residue was recrystallized from diisopropyl ether-hexane

Sources & evidence

ORD record
ord-de20e82e321e4da58281d23343c1e523
Source dataset
uspto-grants-1998_02
Patent number
US05719176

Reaction notes

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