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

HRID 3308Notes

Reaction equation

HRID 3308 reaction equation
[CH2:1]([C:8]1[CH:12]=[C:11]([C:13]23[CH2:20][CH2:19][CH2:18][N:17]2[CH2:16][CH2:15][CH2:14]3)[O:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:21]>CCOCC>[ClH:21].[CH2:1]([C:8]1[CH:12]=[C:11]([C:13]23[CH2:20][CH2:19][CH2:18][N:17]2[CH2:16][CH2:15][CH2:14]3)[O:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 189347217a-(3-benzyl-5-isoxazolyl)-hexahydro-1H-pyrrolizine

Product 1

HCID 189347617a-(3-Benzyl-5-isoxazolyl)-hexahydro-1h-pyrrolizine hydrochloride salt

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

7a-(3-Benzyl-5-isoxazolyl)-hexahydro-1H-pyrrolizine (407 mg, 1.52 mmol, from step 15c) was dissolved in Et2O, and Et2O saturated with HCl (g) was added. The solvent was removed, and the precipitate was recrystallized from MeOH and dried to afford the title compound as white needles: mp 126°-127° C.; 1H NMR D2O, 300 MHz) δ2.17-2.36 (m, 6H), 2.53-2.62 (m, 2H), 3.28-3.36 (m, 2H), 3.67-3.75 (m, 2H), 4.08 (s, 2H), 6.57 (s, 1H), 7.34-7.45 (m, 5H); MS (CI/NH3) m/z: 269 (M+H)+; Anal. Calcd for C17H20N2O.HCl: C, 66.99; H, 6.94; N, 9.19. Found: C, 66.99; H, 6.87; N, 9.09.

Workup

  1. customThe solvent was removed
  2. customthe precipitate was recrystallized from MeOH
  3. customdried

Sources & evidence

ORD record
ord-72dde4f2823b4e96864c3d6a03b9a1bd
Source dataset
uspto-grants-1998_03
Patent number
US05733912

Reaction notes

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