Hydrochloric Acid → HCID 18792877, compound

HRID 1709273Notes

Reaction equation

HRID 1709273 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:18])[CH2:16][Cl:17])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1N2CN3CN(C2)C[N:20]1C3.C(O)C.Cl>C(Cl)(Cl)Cl>[ClH:17].[NH2:20][CH2:16][C:15]([C:12]1[CH:13]=[CH:14][C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:10][CH:11]=1)=[O:18]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 4101HexamethylenetetramineHCID 145794621-[4-(Benzyloxy)phenyl]-2-chloroethan-1-one

Product 1

HCID 18792877HCID 18792877, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

78 g of 1-(4-benzyloxyphenyl)-2-chloroethanone and 63 g of hexamine are dissolved in 2.2 liters of chloroform, and the mixture is stirred at room temperature overnight. The mixture is condensed to a volume of 1.1 liters, and refluxed for 3 hours. After cooling, the precipitated crystals are collected by filtration, washed and then dried. The colorless crystals thus obtained are added to a mixture of 750 ml of ethanol and 120 ml of conc. hydrochloric acid, and the mixture is refluxed for 50 minutes. After cooling, the precipitated crystals are collected by filtration, washed and then dried. 55.6 g of 2-amino-1-(4-benzyloxyphenyl)ethanone hydrochloride are obtained as colorless crystals.

Workup

  1. customcondensed to a volume of 1.1 liters
  2. temperaturerefluxed for 3 hours
  3. temperatureAfter cooling
  4. filtrationthe precipitated crystals are collected by filtration
  5. washwashed
  6. customdried
  7. customThe colorless crystals thus obtained
  8. temperaturethe mixture is refluxed for 50 minutes
  9. temperatureAfter cooling
  10. filtrationthe precipitated crystals are collected by filtration
  11. washwashed
  12. customdried

Sources & evidence

ORD record
ord-508c167a51164865a698d349c6e1b633
Source dataset
uspto-grants-1990_08
Patent number
US04948810

Reaction notes

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