Acetyl chloride → HCID 20077196, compound

HRID 1654951Notes

Reaction equation

HRID 1654951 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[CH3:5][O:6][C:7](=[O:18])[CH2:8][CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10]1.[C:19](Cl)(=[O:21])[CH3:20]>C(Cl)Cl>[CH3:5][O:6][C:7](=[O:18])[CH2:8][CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:19](=[O:21])[CH3:20])[CH:15]=2)[CH2:10]1

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 14090225Methyl (2,3-dihydro-1H-inden-2-yl)acetate

Product 1

HCID 20077196HCID 20077196, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

160 ml of methylene chloride was added with 52.9 g (0.388 mol) of anhydrous aluminum chloride, and further added with 40 ml of methylene chloride containing 25.03 g (0.132 mol) of methyl(indan-2-yl)acetate under ice-cooling. Subsequently, 13.1 ml (0.185 mol) of acetyl chloride was added thereto dropwise. Stirring was conducted for 40 minutes at the same temperature. The reaction mixture was poured into ice-water and the organic phase was collected. After washing and drying, the solvent was condensed under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:2) to obtain 27.8 g of an oily product. Yield: 91%

Workup

  1. temperaturecooling
  2. customthe organic phase was collected
  3. washAfter washing
  4. customdrying
  5. customcondensed under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:2)

Sources & evidence

ORD record
ord-11aa938d732b4e16bbe408595e14c20b
Source dataset
uspto-grants-1995_04
Patent number
US05409956

Reaction notes

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