Hydrochloric Acid → HCID 13671866, compound

HRID 1655320Notes

Reaction equation

HRID 1655320 reaction equation
[NH2:1][CH:2]([CH2:11][CH2:12][CH:13]([CH3:15])[CH3:14])[CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[OH:4].[Cl:16][CH2:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1.[ClH:26]>C(O)C>[ClH:16].[ClH:26].[CH3:14][CH:13]([CH3:15])[CH2:12][CH2:11][CH:2]([NH:1][CH2:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1)[CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[OH:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 79625Piperidine, 1-(3-chloropropyl)-HCID 13671865HCID 13671865, compound

Product 1

HCID 13671866HCID 13671866, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of (1RS,2SR)-2-amino-5-methyl-1-phenylhexan-1-ol (415 mg, 2 mmol) and 1-(3-chloropropyl)piperidine (324 mg, 2 mmol) was melted at 70° C. in a nitrogen atmosphere. The mixture was heated at 110° to 120° C. for 3 hours. After being cooled, the reaction mixture was dissolved with heating in ethanol, followed by addition of concentrated hydrochloric acid (0.2 ml). After the mixture was cooled, precipitated crystals were collected by filtration and washed with ethanol. The crystals were recrystallized from ethanol to obtain 0.27 g of the title compound as white crystals (yield: 33%).

Workup

  1. temperatureThe mixture was heated at 110° to 120° C. for 3 hours
  2. temperatureAfter being cooled
  3. dissolutionthe reaction mixture was dissolved
  4. temperatureAfter the mixture was cooled
  5. customprecipitated crystals
  6. filtrationwere collected by filtration
  7. washwashed with ethanol
  8. customThe crystals were recrystallized from ethanol

Sources & evidence

ORD record
ord-7618965cde3a48718346dd9085f10d57
Source dataset
uspto-grants-1993_10
Patent number
US05250546

Reaction notes

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