Hydrochloric Acid → HCID 57497637, compound

HRID 743312Notes

Reaction equation

HRID 743312 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][O:12][C@H:11]([CH2:15][O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH3:32])[CH:26]=2)[CH2:10]1)=O)(C)(C)C>O1CCOCC1>[ClH:1].[CH3:32][O:31][C:27]1[CH:26]=[C:25]([CH2:24][CH2:23][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[O:16][CH2:15][C@H:11]2[O:12][CH2:13][CH2:14][NH:9][CH2:10]2)[CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57497638HCID 57497638, compound

Product 1

HCID 57497637HCID 57497637, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

5 ml of a 4N solution of hydrogen chloride in dioxane were added to a solution of 420 mg of (S)-4-t-butoxycarbonyl-2-{2-[2-(3-methoxyphenyl)ethyl]phenoxymethyl}morpholine [prepared as described in step (a) above] in 5 ml of dioxane, and the resulting solution was allowed to stand at room temperature for 1 hour. At the end of this time, the solution was concentrated by evaporation under reduced pressure, the resulting oily residue was dissolved in 20 ml of ethyl acetate, and the resulting solution was allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 279 mg (yield 78%) of the title compound as colorless needles, melting at 105°-106° C.

Workup

  1. concentrationAt the end of this time, the solution was concentrated by evaporation under reduced pressure
  2. dissolutionthe resulting oily residue was dissolved in 20 ml of ethyl acetate
  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-5df02a4bc331479183a4d6a0bdd5dcef
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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