Hydrochloric Acid → HCID 68524272, compound

HRID 884076Notes

Reaction equation

HRID 884076 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[CH:16][C:17]([O:24]COC)=[C:18]([CH:23]=2)[C:19]([O:21][CH3:22])=[O:20])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>O1CCOCC1>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:15]=[CH:16][C:17]([OH:24])=[C:18]([CH:23]=2)[C:19]([O:21][CH3:22])=[O:20])[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68525258HCID 68525258, compound

Product 1

HCID 68524272HCID 68524272, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
100 °C

Procedure

To a solution of 400 mg of methyl 5-(4-benzylpiperazin-1-yl)-2-methoxymethoxybenzoate (1.1 mmol) in 1,4-dioxane (20 mL) was added a solution of 4 N hydrogen chloride in 1,4-dioxane (4 mL, 16 mmol), and the resulting solution was stirred for 2 hours at 100° C. The resulting reaction solution was subjected to distillation under reduced pressure to obtain a residue. This residue was purified by silica gel column chromatography (dichloromethane:methanol=30:1), to thereby yield 353 mg of the title compound.

Workup

  1. customThe resulting reaction solution
  2. distillationwas subjected to distillation under reduced pressure
  3. customto obtain a residue
  4. customThis residue was purified by silica gel column chromatography (dichloromethane:methanol=30:1)

Sources & evidence

ORD record
ord-7b82255ef1ae48c1963781cf5eaf5b4f
Source dataset
uspto-grants-2012_08
Patent number
US08236826B2

Reaction notes

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