1-(Chloromethoxy)-2-methoxyethane → HCID 59351792, compound

HRID 1889372Notes

Reaction equation

HRID 1889372 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]2[NH:18][C:17](=[O:19])[O:16][N:15]=2)=[CH:4][CH:3]=1.Cl[CH2:21][O:22][CH2:23][CH2:24][O:25][CH3:26].C(N(C(C)C)CC)(C)C>C(Cl)Cl>[CH3:21][O:22][CH2:23][CH2:24][O:25][CH2:26][N:18]1[C:17](=[O:19])[O:16][N:15]=[C:14]1[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=1

Participants

5

Reactant 3

HCID 775901-(Chloromethoxy)-2-methoxyethaneHCID 81531DiisopropylethylamineHCID 135548410HCID 135548410, compound

Product 1

HCID 59351792HCID 59351792, compoundYield 78.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a mixture of 3-(4′-methylbiphenyl-2-yl)-1,2,4-oxadiazol-5(4H)-one (44.1 g), 1-(chloromethoxy)-2-methoxyethane (24 g) and methylene chloride (500 mL) was added a solution (30 mL) of diisopropylethylamine (36.2 mL) in methylene chloride was added, and the mixture was stirred at room temperature for 3 hr. The reaction mixture was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The precipitated solid was collected by filtration to give the title compound as a colorless solid (46.6 g, 78%).

Workup

  1. additionwas added
  2. washThe reaction mixture was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-037dc20b5c5845789dd0a4eafbeb35b3
Source dataset
uspto-grants-2013_08
Patent number
US08501750B2

Reaction notes

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