2-Bromothiophene → HCID 58284813, compound

HRID 2368832Notes

Reaction equation

HRID 2368832 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:10])[CH2:6][CH2:7][CH2:8][CH3:9].[Br:12][C:13]1[S:14][CH:15]=[CH:16][CH:17]=1>O>[Br:12][C:13]1[S:14][C:15]([C:5](=[O:10])[CH2:6][CH2:7][CH2:8][CH3:9])=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 138512-BromothiopheneHCID 61186Valeryl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 58284813HCID 58284813, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
2.5 °C

Procedure

Charged aluminum chloride (183 mmoles), pentanoyl chloride (147 mmoles) and bromothiophene (122 mmoles) to the RB flask fitted with thermo well, stirred the reaction for 2 hours at 25-30° C. After completion of reaction, cooled the RM to 0-5° C. and added Water (100 ml). Extracted the reaction mass with ethyl acetate (2×200 ml), separated the organic layer and dried with sodium sulphate, distilled off the solvent under reduced pressure to the residue. Residue was high vacuum distilled to get the pure compound (XXI).

Workup

  1. customfitted with thermo well,
  2. customthe reaction for 2 hours at 25-30° C
  3. customAfter completion of reaction
  4. extractionExtracted the reaction mass with ethyl acetate (2×200 ml)
  5. customseparated the organic layer
  6. dry with materialdried with sodium sulphate
  7. distillationdistilled off the solvent under reduced pressure to the residue
  8. distillationdistilled

Sources & evidence

ORD record
ord-ec9bb26064454851a322a419c63ba29a
Source dataset
uspto-grants-2014_04
Patent number
US08703811B2

Reaction notes

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