Hydrochloric Acid → HCID 19423850, compound

HRID 743331Notes

Reaction equation

HRID 743331 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][CH2:24][CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([O:33][CH3:34])[CH:28]=1)=O)(C)(C)C.[ClH:35]>O1CCOCC1>[ClH:35].[CH3:34][O:33][C:29]1[CH:28]=[C:27]([CH2:26][CH2:25][CH2:24][CH2:23][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[O:16][CH2:15][CH2:14][CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][NH:8]2)[CH:32]=[CH:31][CH:30]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10528258HCID 10528258, compound

Product 1

HCID 19423850HCID 19423850, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

400 mg of 1-t-butoxycarbonyl-2-(2-{2-[4-(3-methoxyphenyl)butyl]phenoxy}ethyl)piperidine [prepared as described in step (a) above] were dissolved in 2 ml of dioxane, and 2 ml of a 4N solution of hydrogen chloride in dioxane were added to the solution, which was then allowed to stand at room temperature for 30 minutes. At the end of this time, the solution was concentrated by distillation under reduced pressure, and the resulting oil was dissolved in diethyl ether and allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 276 mg (yield 80%) of the title compound as a colorless solid, melting at 76°-79° C.

Workup

  1. concentrationAt the end of this time, the solution was concentrated by distillation under reduced pressure
  2. dissolutionthe resulting oil was dissolved in diethyl ether
  3. customto stand at room temperature
  4. customThe crystals which precipitated
  5. filtrationwere collected by filtration
  6. customdried in vacuo

Sources & evidence

ORD record
ord-63bfb1918f64483d82f5a7b573156ba2
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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