Hydrochloric Acid → HCID 67667676, compound

HRID 743355Notes

Reaction equation

HRID 743355 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][O:11][C@@H: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]=[CH:26][CH:25]=2)[CH2:9]1)=O)(C)(C)C.[ClH:30]>O1CCOCC1>[ClH:30].[C:24]1([CH2:23][CH2:22][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[O:15][CH2:14][C@@H:10]2[O:11][CH2:12][CH2:13][NH:8][CH2:9]2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54289573HCID 54289573, compound

Product 1

HCID 67667676HCID 67667676, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

0.930 g of (R)-4-t-butoxycarbonyl-2-[2-(2-phenylethyl)phenoxymethyl]morpholine [prepared as described in step (a) above] was dissolved in 5 ml of dioxane, and 5 ml of a 4N solution of hydrogen chloride in dioxane was added to the solution, which was then allowed to stand at room temperature for 1 hour. At the end of this time, the mixture was concentrated by distillation under reduced pressure, and the resulting oil was dissolved in 25 ml of ethyl acetate and allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 0.692 g (yield 89%) of the title compound as colorless crystals, melting at 150°-151° C.

Workup

  1. concentrationAt the end of this time, the mixture was concentrated by distillation under reduced pressure
  2. dissolutionthe resulting oil was dissolved in 25 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-d0bfa1c641ba4c2a80415b90959cba65
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

Loading…