Tetrahydrofuran → 1-Bromo-6,7-dihydroxyheptane
Reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]1[O:9][CH2:8]1.[O:10]1CCCC1.Cl(O)(=O)(=O)=O>O>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([OH:9])[CH2:8][OH:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
42 g of 1-bromo-6,7-epoxyheptane were introduced into a mixture of 400 ml of tetrahydrofuran and 235 ml of water, which had been adjusted to pH 2 with perchloric acid, at room temperature. After stirring at room temperature for 8 hours, the mixture was neutralized, evaporated under reduced pressure and the residue was extracted with methylene chloride. After removal of the solvent, 41.5 g of crude 1-bromo-6,7-dihydroxyheptane were obtained.
Workup
- customevaporated under reduced pressure
- extractionthe residue was extracted with methylene chloride
- customAfter removal of the solvent
Sources & evidence
- ORD record
- ord-b75f16bf51384cb1844f353acaa75c3f
- Source dataset
- uspto-grants-1986_10
- Patent number
- US04616020
Reaction notes
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