Sulfuryl chloride → 2-Chloro-1-(3,5-di-tert-butyl-4-hydroxyphenyl)ethan-1-one

HRID 2165736Notes

Reaction equation

HRID 2165736 reaction equation
S(Cl)([Cl:4])(=O)=O.[C:6]([C:10]1[CH:11]=[C:12]([C:21](=[O:23])[CH3:22])[CH:13]=[C:14]([C:17]([CH3:20])([CH3:19])[CH3:18])[C:15]=1[OH:16])([CH3:9])([CH3:8])[CH3:7]>C(Cl)Cl>[Cl:4][CH2:22][C:21]([C:12]1[CH:11]=[C:10]([C:6]([CH3:9])([CH3:7])[CH3:8])[C:15]([OH:16])=[C:14]([C:17]([CH3:20])([CH3:19])[CH3:18])[CH:13]=1)=[O:23]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 6162963',5'-Bis(tert-butyl)-4'-hydroxyacetophenone

Product 1

HCID 142109772-Chloro-1-(3,5-di-tert-butyl-4-hydroxyphenyl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

16.2 g (0.12 mol) of sulfuryl chloride in 50 ml of methylene chloride were added dropwise while stirring to a solution of 19.9 g (0.08 mol) of 1-(3,5-di-tert.butyl-4-hydroxyphenyl)-ethanone in 250 ml of methylene chloride at room temperature. After stirring for 3 hours at room temperature, the batch was washed by shaking first with water and then with a saturated sodium hydrogen carbonate solution, and the methylene chloride phase was dried over sodium sulfate and evaporated under reduced pressure.

Workup

  1. washthe batch was washed
  2. stirringby shaking first with water
  3. dry with materialwith a saturated sodium hydrogen carbonate solution, and the methylene chloride phase was dried over sodium sulfate
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-76ee66c018ac4272baa47d8ba1f61b90
Source dataset
uspto-grants-1990_07
Patent number
US04940790

Reaction notes

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