Hydrochloric Acid → 7a-(3-Ethyl-5-isoxazolyl)-hexahydro-1h-pyrrolizine hydrochloride salt

HRID 3302

Reaction equation

HRID 3302 reaction equation
[CH2:1]([C:3]1[CH:7]=[C:6]([C:8]23[CH2:15][CH2:14][CH2:13][N:12]2[CH2:11][CH2:10][CH2:9]3)[O:5][N:4]=1)[CH3:2].[ClH:16]>CCOCC>[ClH:16].[CH2:1]([C:3]1[CH:7]=[C:6]([C:8]23[CH2:15][CH2:14][CH2:13][N:12]2[CH2:11][CH2:10][CH2:9]3)[O:5][N:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 189347517a-(3-ethyl-5-isoxazolyl)-hexahydro-1H-pyrrolizine

Product 1

HCID 189347627a-(3-Ethyl-5-isoxazolyl)-hexahydro-1h-pyrrolizine hydrochloride salt

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

7a-(3-ethyl-5-isoxazolyl)-hexahydro-1H-pyrrolizine (265 mg, 1.30 mmol, from step 13b) was dissolved in Et2O, and Et2O saturated with HCl (g) was added. The solvent was removed, and the precipitate was recrystallized from methanol/ethanol to afford the title compound as a white solid: mp 139°-140° C.; 1H NMR D2O, 300 MHz) δ1.23 (t, J=7.5 Hz, 3H), 2.17-2.40 (m, 6H), 2.58-2.75 (m, 4H), 3.29-3.38 (m, 2H), 3.69-3.77 (m, 2H), 6.64 (s, 1H); MS (CI/NH3) m/z: 207 (M+H)+ ; Anal. Calcd for C12H18N2O.HCl: C, 59.38; H, 7.89; N, 11.54. Found: C, 59.44; H, 7.94; N, 11.48.

Workup

  1. customThe solvent was removed
  2. customthe precipitate was recrystallized from methanol/ethanol

Sources & evidence

ORD record
ord-6a17fe06ca0a4559821af5872f757c00
Source dataset
uspto-grants-1998_03
Patent number
US05733912

Linked notes

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