Acetic Acid → HCID 20285752, compound

HRID 904451Notes

Reaction equation

HRID 904451 reaction equation
[CH3:1][C:2]1[S:3][CH:4]=[C:5]([Br:8])[C:6]=1[Br:7].C(O)(=O)C.[ClH:13].[CH2:14]=O>O>[Cl:13][CH2:1][C:2]1[S:3][C:4]([CH3:14])=[C:5]([Br:8])[C:6]=1[Br:7]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 128752643,4-Dibromo-2-methylthiophene

Product 1

HCID 20285752HCID 20285752, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

A solution of 11.7 g. of 2-methyl-3,4-dibromo-thiophene in 30 ml. of acetic acid was added to 60 ml. of concentrated hydrochloric acid. After dropping in 4.1 g of a 37% aqueous solution of formaldehyde the mixture was heated to 70° C. for one hour. The reaction mixture was cooled, diluted with water and extracted with ether. The combined organic phases were washed with water, sodium bicarbonate and water, dried over sodium sulfate, filtered and evaporated to give 2-chloromethyl-3,4-dibromo-5-methyl-thiophene.

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with ether
  3. washThe combined organic phases were washed with water, sodium bicarbonate and water
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-b6885309de144b5d9f3eec663a0e8766
Source dataset
uspto-grants-1980_10
Patent number
US04230872

Reaction notes

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