Hydrogen Bromide → 2-Fluorophenethyl bromide
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9]O.S(=O)(=O)(O)O.[BrH:16]>O>[Br:16][CH2:9][CH2:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[F:1]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
50 g 2-(2-fluorophenyl)ethanol, 19 ml concentrated sulfuric acid and 58 ml aqueous hydrobromic acid (47 per cent by weight) were heated at 100° C. overnight in a high-grade steel autoclave. After cooling, the mixture was diluted with 500 ml water and extracted twice with 250 ml methylene chloride each time, the combined extracts were dried over potassium carbonate, filtered and concentrated and the residue was largely freed from solvent residues in vacuo. 61.8 g 1-(2-bromoethyl)-2-fluorobenzene were obtained.
Workup
- temperatureAfter cooling
- extractionextracted twice with 250 ml methylene chloride each time
- dry with materialthe combined extracts were dried over potassium carbonate
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-e785ba680b82449198d481d0ee80e7c8
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07678834B2
Reaction notes
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