Hydrochloric Acid → HCID 67668836, compound

HRID 743357Notes

Reaction equation

HRID 743357 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 54289572HCID 54289572, compound

Product 1

HCID 67668836HCID 67668836, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

0.500 g of (S)-4-t-butoxycarbonyl-2-[2-(2-phenylethyl)phenoxymethyl]morpholine [prepared as described in step (a) above] was dissolved in 2 ml of dioxane, and 4 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. The resulting oil was dissolved in 15 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 0.345 g (yield 82%) of the title compound as colorless crystals, melting at 143°-145° 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 15 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-55fbb2bdaafc4ba2ad1c085283c99d4e
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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