1-[3-(Chloromethyl)-4-methoxyphenyl]ethan-1-one → HCID 3922617, compound

HRID 1734020Notes

Reaction equation

HRID 1734020 reaction equation
Cl[CH2:2][C:3]1[CH:4]=[C:5]([C:11](=[O:13])[CH3:12])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[C:14]1(=[O:24])[NH:18][C:17](=[O:19])[C:16]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:15]12.[K]>CN(C)C=O>[C:14]1(=[O:24])[N:18]([CH2:2][C:3]2[CH:4]=[C:5]([C:11](=[O:13])[CH3:12])[CH:6]=[CH:7][C:8]=2[O:9][CH3:10])[C:17](=[O:19])[C:16]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:15]12

Participants

4

Reactant 2

HCID 27767231-[3-(Chloromethyl)-4-methoxyphenyl]ethan-1-oneHCID 24194345Phthalimide potassium salt

Product 1

HCID 3922617HCID 3922617, compoundYield 76.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A solution of 3'-chloromethyl-4'-methoxyacetophenone (10.0 g) in N,N-dimethylformamide (30 ml) was added slowly to a suspension of potassium phthalimide (9.4 g) in N,N-dimethylformamide (70 ml) at room temperature and then the mixture was stirred for 9 hours at room temperature. After removed of the insoluble material, the solvent was removed under reduced pressure. The residue was suspended in water (100 ml). The mixture was extracted with ethyl acetate (300 ml). The extract was dried with magnesium sulfate. The solvent was removed under reduced pressure to afford 3'-phthalimidomethyl-4'-methoxyacetophenone (11.94 g).

Workup

  1. customAfter removed of the insoluble material
  2. customthe solvent was removed under reduced pressure
  3. extractionThe mixture was extracted with ethyl acetate (300 ml)
  4. dry with materialThe extract was dried with magnesium sulfate
  5. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-b53026b57b1a4e2990d3755a75831a4c
Source dataset
uspto-grants-1996_07
Patent number
US05532258

Reaction notes

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