Hydrochloric Acid → HCID 178478713, compound

HRID 1409861Notes

Reaction equation

HRID 1409861 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]=[C:24]3[CH:28]=[CH:27][CH:26]=[C:25]3[O:29][CH:30]=2)[CH2:10][CH2:9]1)(C)(C)C.[ClH:32].C(OCC)C>ClCCl>[ClH:32].[ClH:32].[O:29]1[C:25]2=[CH:26][CH:27]=[CH:28][C:24]2=[CH:23][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:30]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 178453896HCID 178453896, compound

Product 1

HCID 178478713HCID 178478713, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of trans-{4-[2-(4-benzofuran-3-yl-piperidin-1-yl)-ethyl]-cyclohexyl}-carbamic acid tert-butyl ester (2.3 g, 5.39 mmol) in dichloromethane (40 ml) was added at room temperature hydrochloric acid solution (4M in dioxane, 20.2 ml, 80.9 mmol) and the mixture was allowed to stir for 2 h, diethyl ether (50 ml) was 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 (1.89 g, 88%), MS (ISP) m/z=327.4 [(M+H)−], mp 339° C.

Workup

  1. stirringto stir for 30 min at room temperature
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-8e1e814fe8644ea5ab77d55806ebeef6
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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