Aluminum(III) Chloride → HCID 57255974, compound

HRID 378174Notes

Reaction equation

HRID 378174 reaction equation
[C:1]([S:11]C1C=CC(Cl)=CC=1)(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Cl-:19].[Al+3].[Cl-].[Cl-]>>[Cl:19][C:6]1[CH:5]=[C:4]2[C:9](=[CH:8][CH:7]=1)[O:10][C:1](=[S:11])[CH:2]=[CH:3]2

Participants

3

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 86204449HCID 86204449, compound

Product 1

HCID 57255974HCID 57255974, compoundYield 14.4%

Conditions

Temperature
125 °C

Procedure

A powdered mixture of S-(4-chlorophenyl) thiocinnamate (19.4 g) and aluminum chloride (52 g) was stirred and heated at 125° C. for 3 hours. The hot reaction mixture was poured carefully over ice/water, then was extracted with ethyl acetate (3×300 mL), washed with brine (200 mL), dried (MgSO4) and was concentrated. The residue was triturated with hexane/ethyl acetate to afford 2.0 g (14%) of the desired product as pale yellow crystals.

Workup

  1. extractionwas extracted with ethyl acetate (3×300 mL)
  2. washwashed with brine (200 mL)
  3. dry with materialdried (MgSO4)
  4. concentrationwas concentrated
  5. customThe residue was triturated with hexane/ethyl acetate

Sources & evidence

ORD record
ord-dbe27deeaf5349fbb3f0a166c15564fc
Source dataset
uspto-grants-2000_02
Patent number
US06028223

Reaction notes

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