Dichloromethane → 1-Bromo-4-(bromomethyl)-2-chlorobenzene
Reaction equation
[Br:1]N1C(=O)CCC1=O.[Br:9][C:10]1C=[CH:14][C:13]([CH3:16])=[C:12](Cl)[CH:11]=1.Cl[CH2:19][Cl:20]>>[Br:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:16][Br:1])=[CH:14][C:19]=1[Cl:20]Participants
4
Conditions
- Temperature
- 100 °C
Procedure
A suspension of N-bromosuccinimide (16.4 g, 87.4 mmol), 4-bromo-chlorotoluene (18.2 g, 87.4 mmol) and α,α′-azoisobutyronitrile (0.67 g, 4 mmol) in 90 mL dichloromethane is heated in the microwave for 1 min at 100° C. and then cooled overnight at −20° C. The resulting white precipitate is filtered and the filtrate is evaporated down. The residue is stirred with 100 mL diethyl ether, filtered, evaporated down and filtered again.
Workup
- temperaturecooled overnight at −20° C
- filtrationThe resulting white precipitate is filtered
- customthe filtrate is evaporated down
- filtrationfiltered
- customevaporated down
- filtrationfiltered again
Sources & evidence
- ORD record
- ord-2c378dfcb8524addb7a3e12bd180a73c
- Source dataset
- uspto-grants-2011_02
- Patent number
- US07893049B2
Reaction notes
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