Hydrochloric Acid → (r)-3-(1h-Indol-3-ylmethyl)-1-(2-phenyl-ethyl)-2-oxo-piperazine hydrochloride salt

HRID 356854Notes

Reaction equation

HRID 356854 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C@H:11]2[NH:16][CH2:15][CH2:14][N:13]([CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:12]2=[O:25])=[CH:2]1.[ClH:26].C(OCC)C>ClCCl.C(O)C>[ClH:26].[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C@H:11]2[NH:16][CH2:15][CH2:14][N:13]([CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:12]2=[O:25])=[CH:2]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 15391969(R)-3-(1H-Indol-3-ylmethyl)-1-(2-phenyl-ethyl)-2-oxo-piperazine

Product 1

HCID 70202938(r)-3-(1h-Indol-3-ylmethyl)-1-(2-phenyl-ethyl)-2-oxo-piperazine hydrochloride salt

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Dissolve (R)-3-(1H-Indol-3-ylmethyl)-1-(2-phenyl-ethyl)-2-oxo-piperazine (0.687 g, 1.50 mmol) in dichloromethane (20 mL). Cool to 0° C. Pass hydrochloride gas through the solution for 15 minutes. Evaporate in vacuo to obtain a residue. Dissolve the residue in hot ethanol (5 mL) and add diethyl ether. Cool and filter to give the title compound. Elem. Anal. calculated for C21H23N3O. HCl: C, 68.19; H, 6.54; N, 11.36. Found: C, 67.79; H, 6.73; N, 11.20. Specific rotation [α]2D0 =+113° (c=1.00, DMSO).

Workup

  1. customEvaporate in vacuo
  2. customto obtain a residue
  3. temperatureCool
  4. filtrationfilter

Sources & evidence

ORD record
ord-7c141d5683cb4ea6ba420a0be31b2dfb
Source dataset
uspto-grants-1998_11
Patent number
US05840726

Reaction notes

Loading…