Water → HCID 21887420, compound

HRID 344263Notes

Reaction equation

HRID 344263 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](Cl)=[O:8].[S:10]1[CH:14]=[CH:13][CH:12]=[CH:11]1.[Sn](Cl)(Cl)(Cl)Cl.O>C1C=CC=CC=1>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([C:11]1[S:10][CH:14]=[CH:13][CH:12]=1)=[O:8]

Participants

6

Reactant 4

HCID 962WaterHCID 8030ThiopheneHCID 24287Tin tetrachlorideHCID 898486-Bromohexanoyl chloride

Product 1

HCID 21887420HCID 21887420, compoundYield 120.7%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

6-Bromohexanoyl chloride (2.1 g) and thiophene (0.84 g) were dissolved in benzene (20 ml) and tin chloride (1.3 ml) was added under ice-cooling, which was followed by stirring for 1 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried and the solvent was evaporated under reduced pressure to give 3.1 g of 6-bromo-1-(2-thienyl)-1-hexanone.

Workup

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. customdried
  5. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-551ede506dd34d9f93f7243efeb6df68
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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