Hydrochloric Acid → HCID 57497613, compound

HRID 743226Notes

Reaction equation

HRID 743226 reaction equation
[ClH:1].[CH3:2][N:3]([CH3:27])[CH2:4][CH:5]([OH:26])[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][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1>O1CCOCC1.C(OCC)(=O)C>[ClH:1].[CH3:27][N:3]([CH3:2])[CH2:4][CH:5]([OH:26])[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][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 10786777HCID 10786777, compound

Product 1

HCID 57497613HCID 57497613, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

Following a procedure similar to that described in Example 1(c), 0.23 ml of a 4N solution of hydrogen chloride in dioxane was added to a solution of 216 mg of 3-dimethylamino-1-{2-[4-(4-methoxyphenyl ) butyl]phenoxy}-2-propanol [prepared as described in step (b) above] in 10 ml of ethyl acetate. The reaction mixture was then concentrated by evaporation under reduced pressure, and the resulting residue was dissolved in 10 ml of ethyl acetate and then allowed to stand. The crystals which precipitated were collected by filtration, to give 191 mg (yield 80%) of the title compound as colorless crystals, melting at 97°-98° C.

Workup

  1. concentrationThe reaction mixture was then concentrated by evaporation under reduced pressure
  2. dissolutionthe resulting residue was dissolved in 10 ml of ethyl acetate
  3. customThe crystals which precipitated
  4. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-9d705a2f14a942fa8052225bb4a7bb8d
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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