Hydrochloric Acid → HCID 19423845, compound

HRID 743376Notes

Reaction equation

HRID 743376 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH:31]([F:33])[F:32])[CH:25]=2)[CH2:9]1)=O)(C)(C)C.[ClH:34]>O1CCOCC1>[ClH:34].[F:33][CH:31]([F:32])[O:30][C:26]1[CH:25]=[C:24]([CH2:23][CH2:22][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[O:15][CH2:14][CH:10]2[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]2)[CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19424041HCID 19424041, compound

Product 1

HCID 19423845HCID 19423845, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

0.858 g of 1-t-butoxycarbonyl-3-{2-[2-(3-difluoromethoxyphenyl) ethyl]phenoxymethyl}piperidine [prepared as described in step (a) above] was dissolved in 8 ml of dioxane. 8 ml of a 4N solution of hydrogen chloride in dioxane was then added to the solution, whilst ice-cooling, and the solution was allowed to stand at room temperature for 1 hour. At the end of this time, it was concentrated by distillation under reduced pressure, and the resulting oil was dissolved in 50 ml of ethyl acetate. The solution was allowed to stand at room temperature, and the crystals which precipitated were collected by filtration and dried in vacuo, to give 0.680 g (yield 92%) of the title compound as colorless crystals, melting at 153°-154° C.

Workup

  1. temperaturecooling
  2. concentrationAt the end of this time, it was concentrated by distillation under reduced pressure
  3. dissolutionthe resulting oil was dissolved in 50 ml of ethyl acetate
  4. customto stand at room temperature
  5. customthe crystals which precipitated
  6. filtrationwere collected by filtration
  7. customdried in vacuo

Sources & evidence

ORD record
ord-c16f51a0f860418a985336d67721acf7
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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