Hydrochloric Acid → 2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}morpholine hydrochloride

HRID 743260Notes

Reaction equation

HRID 743260 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][O:12][CH: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][CH: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 107173794-t-Butoxycarbonyl-2-{2-[2-(3-methoxyphenyl)ethyl]phenoxymethyl}morpholine

Product 1

HCID 574976212-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}morpholine hydrochlorideYield 52%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

2 ml of a 4N solution of hydrogen chloride in dioxane were added to a solution of 0.99 g of 4-t-butoxycarbonyl-2-{2-[2-(3-methoxyphenyl)ethyl]phenoxymethyl}morpholine [prepared as described in step (a) above] in 2 ml of dioxane, and the mixture was allowed to stand at room temperature for 16 hours, after which it was concentrated by distillation under reduced pressure. The resulting residue was dissolved in ethyl acetate, and the solution was allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 0.42 g (yield 52%) of the title compound as colorless crystals, melting at 110°-112° C.

Workup

  1. concentrationafter which it was concentrated by distillation under reduced pressure
  2. dissolutionThe resulting residue was dissolved in 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-766e0692cec041c9bf3861fcb41f415d
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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