Diethyl Ether → HCID 10631051, compound
Reaction equation
Br[CH2:2][C:3]([CH2:8][CH3:9])([CH2:6][CH3:7])[CH2:4][OH:5].[S-:10][C:11]#[N:12].[K+].CN(C)C=O.C(OCC)C>O>[OH:5][CH2:4][C:3]([CH2:8][CH3:9])([CH2:6][CH3:7])[CH2:2][S:10][C:11]#[N:12]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 130 °C
Procedure
A mixture of 3-bromo-2,2-diethyl-1-propanol (23.3 g), potassium thiocyanate (17.5 g) and dimethylformamide (80 ml) was stirred for 7 hours at 130° C. The reaction solution was cooled to room temperature, to which a mixture of diethyl ether (50 ml) and water (100 ml) were added. The ethernal layer was collected. The aqueous layer was extracted with 80 ml of diethyl ether. The combined ethernal layers were washed with a saturated saline, dried over anhydrous magnesium sulfate and distilled to remove the solvent. The residue was distilled under reduced pressure to obtain 3-hydroxy-2,2-diethyl-1-propylthiocyanate (20.4 g) as oil.
Workup
- temperatureThe reaction solution was cooled to room temperature, to which
- additionwere added
- customThe ethernal layer was collected
- extractionThe aqueous layer was extracted with 80 ml of diethyl ether
- washThe combined ethernal layers were washed with a saturated saline
- dry with materialdried over anhydrous magnesium sulfate
- distillationdistilled
- customto remove the solvent
- distillationThe residue was distilled under reduced pressure
Sources & evidence
- ORD record
- ord-49a74a6aef5f4beb8fe87c556acd1e85
- Source dataset
- uspto-grants-1992_10
- Patent number
- US05155108
Reaction notes
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