Reaction equation
C=O.[ClH:3].[Br:4][C:5]1[C:9]([Br:10])=[C:8]([Br:11])[S:7][CH:6]=1.[C:12](O)(=O)C>>[Cl:3][CH2:12][C:6]1[S:7][C:8]([Br:11])=[C:9]([Br:10])[C:5]=1[Br:4]Participants
5
Conditions
- Temperature
- 70 °C
Procedure
4.07 G. (50 mmol) of formalin (37%) and 40 ml. of concentrated hydrochloric acid were added to a solution of 10.2 g. (33.3 mmol) of 3,4,5-tribromothiophene in 20 ml. of acetic acid. The resulting mixture was warmed to 70° C. After 6 hrs., 4.07 g. of formalin were added and heating was continued overnight. The resulting mixture as cooled, poured on ice water and extracted with ether. The organic phase was washed twice with water, sodium bicarbonate and water, dried and evaporated to give crude 2-chloromethyl-3,4,5-tribromothiophene.
Workup
- temperatureheating
- waitwas continued overnight
- temperatureThe resulting mixture as cooled
- additionpoured on ice water
- extractionextracted with ether
- washThe organic phase was washed twice with water, sodium bicarbonate and water
- customdried
- customevaporated
Sources & evidence
- ORD record
- ord-af7cde1149be4bb3b7c2aec59249a2f8
- Source dataset
- uspto-grants-1980_10
- Patent number
- US04230872
Linked notes
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