1,4-Dioxane hydrochloride → HCID 58027200, compound

HRID 1966289Notes

Reaction equation

HRID 1966289 reaction equation
[C:1]([O:9][CH2:10][C:11]1[C:20]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([O:27]COC)[C:22]=2[O:31][CH3:32])=[CH:19][CH:18]=[C:17]2[C:12]=1[C:13]([CH3:35])=[CH:14][C:15]([CH3:34])([CH3:33])[NH:16]2)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.O1CCOCC1>O1CCOCC1>[C:1]([O:9][CH2:10][C:11]1[C:20]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([OH:27])[C:22]=2[O:31][CH3:32])=[CH:19][CH:18]=[C:17]2[C:12]=1[C:13]([CH3:35])=[CH:14][C:15]([CH3:34])([CH3:33])[NH:16]2)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 58026840HCID 58026840, compound2×

Product 1

HCID 58027200HCID 58027200, compoundYield 7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5-Benzoyloxymethyl-6-(2-methoxy-3-methoxymethoxylphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline (Compound 1-28, 228 mg, 0.481 mmol) was dissolved in 1,4-dioxane (4 mL), and 4N HCl/1,4-dioxane (1 mL) was added thereto, and then the reaction mixture was stirred at room temperature for 45 minutes. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give the titled compound (14.0 mg) as a colorless solid. (Yield 7%)

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate)

Sources & evidence

ORD record
ord-060da89a276841bc82fcaf1cd92ee8f7
Source dataset
uspto-grants-2013_04
Patent number
US08420635B2

Reaction notes

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