Hydrochloric Acid → 2-Acetyl-5-bromothiophene

HRID 1904759Notes

Reaction equation

HRID 1904759 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[Br:5][C:6]1[S:7][CH:8]=[CH:9][CH:10]=1.Cl>C(Cl)Cl>[C:1]([C:8]1[S:7][C:6]([Br:5])=[CH:10][CH:9]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 138512-Bromothiophene

Product 1

HCID 793352-Acetyl-5-bromothiophene

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

When 1.56 ml (1.1 equivalents) of acetyl chloride was added to a solution of 3.26 g (0.02 mmol) of 2-bromothiophene in 30 ml of CH2Cl2, the mixture foamed and turned black. After stirring for 1 hr. at room temperature, the mixture was mixed with ice and concentrated hydrochloric acid. While being decolored with active carbon, the mixture was extracted with CH2Cl2, whereby 3.53 g (Yield : 86.1%) of the objective product, 2-acetyl-5-bromothiophene (b-1) was obtained as colorless crystals.

Workup

  1. extractionthe mixture was extracted with CH2Cl2, whereby 3.53 g (Yield : 86.1%) of the objective product

Sources & evidence

ORD record
ord-104ad2495849452487ae01d2fcc24d2b
Source dataset
uspto-grants-1989_06
Patent number
US04839365

Reaction notes

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