2,4-Dichlorobenzyl chloride → Methyl(6-((2,4-dichlorobenzyl)oxy)-4,7-dimethyl-1-benzofuran-3-yl)acetate

HRID 591471Notes

Reaction equation

HRID 591471 reaction equation
[CH3:1][O:2][C:3](=[O:17])[CH2:4][C:5]1[C:9]2[C:10]([CH3:16])=[CH:11][C:12]([OH:15])=[C:13]([CH3:14])[C:8]=2[O:7][CH:6]=1.C([O-])([O-])=O.[K+].[K+].[Cl:24][C:25]1[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:26]=1[CH2:27]Cl>CN(C=O)C>[CH3:1][O:2][C:3](=[O:17])[CH2:4][C:5]1[C:9]2[C:10]([CH3:16])=[CH:11][C:12]([O:15][CH2:27][C:26]3[CH:29]=[CH:30][C:31]([Cl:33])=[CH:32][C:25]=3[Cl:24])=[C:13]([CH3:14])[C:8]=2[O:7][CH:6]=1

Participants

5

Reactant 3

HCID 72122,4-Dichlorobenzyl chlorideHCID 11430Potassium CarbonateHCID 121004234Methyl(6-hydroxy-4,7-dimethyl-1-benzofuran-3-yl)acetate

Product 1

HCID 71721635Methyl(6-((2,4-dichlorobenzyl)oxy)-4,7-dimethyl-1-benzofuran-3-yl)acetate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of methyl(6-hydroxy-4,7-dimethyl-1-benzofuran-3-yl)acetate (150 mg) and DMF (dry) (6.4 mL) were added K2CO3 (133 mg) and 2,4-dichlorobenzyl chloride (0.107 mL). The mixture was stirred at room temperature overnight. The mixture was quenched with water. The precipitate was collected by filtration and washed with water and hexane to give the title compound (176.5 mg).

Workup

  1. customThe mixture was quenched with water
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water and hexane

Sources & evidence

ORD record
ord-313aed0611dd4ea29847244b999684ae
Source dataset
uspto-grants-2016_01
Patent number
US09238639B2

Reaction notes

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