Acetic Acid → HCID 20285752, compound

HRID 460955Notes

Reaction equation

HRID 460955 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 11.7 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-e7e2f814aff949aba834b8cecc7b7a5c
Source dataset
uspto-grants-1977_12
Patent number
US04061656

Reaction notes

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