Hydrochloric Acid → HCID 178478712, compound

HRID 331400Notes

Reaction equation

HRID 331400 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]2[C:22]2[CH:23]=[CH:24][O:25][C:26]3[C:30]=2[CH:29]=[CH:28][CH:27]=3)[CH2:10][CH2:9]1)(C)(C)C.[ClH:32]>ClCCl>[ClH:32].[ClH:32].[O:25]1[C:26]2=[CH:27][CH:28]=[CH:29][C:30]2=[C:22]([CH:17]2[CH2:18][CH2:19][CH2:20][CH2:21][N:16]2[CH2:15][CH2:14][C@H:11]2[CH2:10][CH2:9][C@H:8]([NH2:7])[CH2:13][CH2:12]2)[CH:23]=[CH:24]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178453895HCID 178453895, compound

Product 1

HCID 178478712HCID 178478712, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of trans-{4-[2-(4-benzofuran-4-yl-piperidin-1-yl)-ethyl]-cyclohexyl}-carbamic acid tert-butyl ester (0.62 g, 1.24 mmol) in dichloromethane (9 ml) was added at room temperature hydrochloric acid solution (4M in dioxane, 4.63 ml, 18.5 mmol) and the mixture was allowed to stir for 2 h, the solvent was evaporated, MeOH (20 ml) and diethyl ether (40 ml) were added and the mixture was allowed to stir for 30 min at room temperature. The precipitate was collected by filtration, washed with diethyl ether and dried to yield the title compound as a white solid (0.49 g, 99%), MS (ISP) m/z=327.4 [(M+H)+], mp 239° C.

Workup

  1. customthe solvent was evaporated
  2. additionMeOH (20 ml) and diethyl ether (40 ml) were added
  3. stirringto stir for 30 min at room temperature
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with diethyl ether
  6. customdried

Sources & evidence

ORD record
ord-a1b5d5b8c4d24e99b33ec66008035425
Source dataset
uspto-grants-2014_11
Patent number
US08877778B2

Reaction notes

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