Hydrochloric Acid → HCID 57497611, compound

HRID 743218Notes

Reaction equation

HRID 743218 reaction equation
[ClH:1].[CH3:2][N:3]([CH3:29])[CH2:4][CH:5]([OH:28])[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]=[C:20]([O:24]COC)[CH:19]=1>O1CCOCC1.C(Cl)Cl>[ClH:1].[CH3:29][N:3]([CH3:2])[CH2:4][CH:5]([OH:28])[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]=[C:20]([OH:24])[CH:19]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 19423939HCID 19423939, compound

Product 1

HCID 57497611HCID 57497611, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

5 ml of a 4N solution of hydrogen chloride in dioxane were added to a solution of 1.00 g of 3-dimethylamino-1-{2-[4-(3-methoxymethoxyphenyl)butyl]phenoxy}-2-propanol [prepared as described in step (b) above] in 10 ml of methylene chloride, and the resulting mixture was allowed to stand at room temperature for 15 minutes. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and the resulting residue was dissolved in ethyl acetate and then allowed to stand. The crystals which precipitated were collected by filtration and dried in vacuo, to give 0.87 g (yield 89%) of the title compound as colorless crystals, melting at 124°-125° C.

Workup

  1. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  2. dissolutionthe resulting residue was dissolved in ethyl acetate
  3. customThe crystals which precipitated
  4. filtrationwere collected by filtration
  5. customdried in vacuo

Sources & evidence

ORD record
ord-4627bbb99c4e43008a8fdf5b20a86887
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

Loading…