Acetic Acid → HCID 20285752, compound

HRID 1764558Notes

Reaction equation

HRID 1764558 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

Procedure

A solution of 11.7g. 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-fb55b17a880b4b9594639dfb4a11febe
Source dataset
uspto-grants-1978_09
Patent number
US04116975

Reaction notes

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