1,4-Dioxane hydrochloride → HCID 58027200, compound

HRID 909316Notes

Reaction equation

HRID 909316 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-b30bf015674540438ab7c929439f1afa
Source dataset
uspto-grants-2011_09
Patent number
US08017775B2

Reaction notes

Loading…