Acetyl chloride → HCID 14028852, compound

HRID 986860Notes

Reaction equation

HRID 986860 reaction equation
[CH3:1][S:2]([CH:4]=[C:5]1[C:9]([CH3:11])([CH3:10])[CH2:8][CH2:7][C:6]1([CH3:13])[CH3:12])=O.C([Cl:17])(=O)C.C(=O)([O-])O.[Na+]>C(Cl)Cl>[Cl:17][CH2:1][S:2][CH:4]=[C:5]1[C:9]([CH3:11])([CH3:10])[CH2:8][CH2:7][C:6]1([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 516892Sodium BicarbonateHCID 13922939HCID 13922939, compound

Product 1

HCID 14028852HCID 14028852, compoundYield 87.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.0 g of 2,2,5,5-tetramethylcyclopentylidenemethyl methyl sulfoxide was dissolved in 10 ml of methylene chloride, and 470 mg of acetyl chloride was added dropwise. The mixture was subjected to reaction at room temperature for 12 hours, and then 50 ml of 5% sodium hydrogen carbonate was added thereto. The mixture was extracted twice with 50 ml of chloroform, and the organic layers were dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, whereby 960 mg of 2,2,5,5-tetramethylcyclopentylidenemethyl chloromethyl sulfide was obtained.

Workup

  1. customThe mixture was subjected to reaction at room temperature for 12 hours
  2. extractionThe mixture was extracted twice with 50 ml of chloroform
  3. dry with materialthe organic layers were dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-bae63244d6d54756a86ff34dbd86376f
Source dataset
uspto-grants-1987_12
Patent number
US04716241

Reaction notes

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