Hydrochloric Acid → HCID 13671877, compound

HRID 1655322Notes

Reaction equation

HRID 1655322 reaction equation
[NH2:1][CH:2]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[OH:4].[Cl:17][CH2:18][CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1.[ClH:27].C(OCC)(=O)C>C(O)C.CCCCCC>[ClH:17].[ClH:27].[C:5]1([CH:3]([OH:4])[CH:2]([NH:1][CH2:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 462682-Amino-1-phenyloctan-1-olHCID 79625Piperidine, 1-(3-chloropropyl)-

Product 1

HCID 13671877HCID 13671877, compoundYield 59%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8058HexaneSolvent

Procedure

A mixture of (1RS,2RS)-2-amino-1-phenyloctan-1-ol (1.77 g, 8 mmol) and 1-(3-chloropropyl)piperidine (1.29 g, 8 mmol) was melted at 70° C. in a nitrogen atmosphere. The mixture was then heated at 110° to 120° C. for 3 hours. The reaction mixture was dissolved with heating in ethanol, followed by addition of concentrated hydrochloric acid (0.67 ml). Ethyl acetate was added and the resulting mixture was allowed to stand. Precipitated crystals were collected by filtration and washed with ethyl acetate and then with hexane to obtain 1.96 g of the title compound as white crystals (yield: 59%).

Workup

  1. temperatureThe mixture was then heated at 110° to 120° C. for 3 hours
  2. dissolutionThe reaction mixture was dissolved
  3. customPrecipitated crystals
  4. filtrationwere collected by filtration
  5. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-33defaaa5d474bbdae105d28b5990846
Source dataset
uspto-grants-1993_10
Patent number
US05250546

Reaction notes

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