Hydrochloric Acid → HCID 19423836, compound

HRID 743215Notes

Reaction equation

HRID 743215 reaction equation
[ClH:1].[CH3:2][N:3]([CH3:26])[CH2:4][CH:5]([OH:25])[CH2:6][O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][CH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[OH:24]>O1CCOCC1.C(OCC)(=O)C>[ClH:1].[CH3:26][N:3]([CH3:2])[CH2:4][CH:5]([OH:25])[CH2:6][O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][CH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[OH:24]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 19423834HCID 19423834, compound

Product 1

HCID 19423836HCID 19423836, compoundYield 50%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

Following a procedure similar to that described in Example 1(c), 0.5 ml of a 4N solution of hydrogen chloride in dioxane was added to a solution of 281 mg of 3-dimethylamino-1-{2-[4-(2-hydroxyphenyl)butyl]phenoxy}-2-propanol [prepared as described in step (b) above] in ethyl acetate. The reaction mixture was then concentrated by evaporation under reduced pressure and the resulting oily residue was dissolved in ethyl acetate; the solution was then cooled. The crystals which precipitated were collected by filtration and dried in vacuo, to give 156 mg (yield 50%) of the title compound as colorless crystals, melting at 122°-124° C.

Workup

  1. concentrationThe reaction mixture was then concentrated by evaporation under reduced pressure
  2. dissolutionthe resulting oily residue was dissolved in ethyl acetate
  3. temperaturethe solution was then cooled
  4. customThe crystals which precipitated
  5. filtrationwere collected by filtration
  6. customdried in vacuo

Sources & evidence

ORD record
ord-b1f7c735edc34c01ae39b3c1d89b00cd
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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