Hydrochloric Acid → HCID 86744223, compound

HRID 1032479Notes

Reaction equation

HRID 1032479 reaction equation
[CH2:1]([CH2:8][NH2:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10](=O)([O-])[O-].[K+].[K+].[Cl:16]C[C:18]1[CH:19]=[C:20]([O:28][CH3:29])[C:21]([O:26][CH3:27])=[CH:22][C:23]=1[CH2:24]Cl.Cl>CC(C)=O.O>[Cl-:16].[CH2:1]([CH:8]1[C:18]2[C:23](=[CH:22][C:21]([O:26][CH3:27])=[C:20]([O:28][CH3:29])[CH:19]=2)[CH2:24][NH+:9]1[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 1001PhenethylamineHCID 11430Potassium CarbonateHCID 109444001,2-Bis(chloromethyl)-4,5-dimethoxybenzene

Product 1

HCID 86744223HCID 86744223, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

1.33 g (11 mmol) of N-benzylmethylamine and 2.07 g (15 mmol) of potassium carbonate were suspended in 24 ml of acetone, and 2.35 g (10 mmol) of 4,5-bis(chloromethyl)veratrol was added thereto at room temperature. The mixture was stirred for 18 hours. After cooling, the precipitate was collected by filtration, washed with 10 ml of acetone and dried in air to obtain 5.03 g (purity: 53%) of a white powder of the above identified compound containing inorganic substance. This powder was dissolved in 20 ml of water. Then, the solution was adjusted to pH 2.8 with 2N hydrochloric acid and subjected to HP-20 (50 ml). Elution was conducted with water, and a fraction containing the desired product was collected. The solvent was distilled off, and 10 ml of acetone was added to the oily residue. The mixture was left to stand overnight. The precipitated crystals were collected by filtration and washed with 10 ml of acetone to obtain 720 mg of the above identified compound as colorless needle crystals.

Workup

  1. customat room temperature
  2. temperatureAfter cooling
  3. filtrationthe precipitate was collected by filtration
  4. washwashed with 10 ml of acetone
  5. customdried in air
  6. customto obtain 5.03 g (purity: 53%) of a white powder of the
  7. additioncontaining inorganic substance
  8. washElution
  9. additiona fraction containing the desired product
  10. customwas collected
  11. distillationThe solvent was distilled off
  12. addition10 ml of acetone was added to the oily residue
  13. waitThe mixture was left
  14. waitto stand overnight
  15. filtrationThe precipitated crystals were collected by filtration
  16. washwashed with 10 ml of acetone
  17. customto obtain 720 mg of the

Sources & evidence

ORD record
ord-c2480149e66249d19e5c68f965cff13f
Source dataset
uspto-grants-1990_09
Patent number
US04958029

Reaction notes

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