Hydrochloric Acid → HCID 53681971, compound
Reaction equation
[F:1][C:2]([CH:4](O)[C:5]#[C:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[CH2:3].[ClH:12]>>[Cl:12][CH2:3][C:2]([F:1])=[CH:4][C:5]#[C:6][C:7]([CH3:10])([CH3:9])[CH3:8]Participants
3
Procedure
Ten grams (0.064 mole) of 2-fluoro-3-hydroxy-6,6-dimethylhept-1-ene-4-yne was added 200 ml of concentrated hydrochloric acid, and the mixture was aged for 5 hours at room temperature with stirring. The reaction mixture was extracted with three 100 ml portions of diethylether. The organic layers were combined, washed once with 100 ml of a saturated aqueous sodium chloride solution and concentrated under reduced pressure. The resulting oily product was distilled under reduced pressure to obtain 5 g of 1-chloro-2-fluoro-6,6-dimethylhept-2-ene-4-yne.
Workup
- extractionThe reaction mixture was extracted with three 100 ml portions of diethylether
- washwashed once with 100 ml of a saturated aqueous sodium chloride solution
- concentrationconcentrated under reduced pressure
- distillationThe resulting oily product was distilled under reduced pressure
Sources & evidence
- ORD record
- ord-499e8e912e1c42649b6e91d66f2b7db9
- Source dataset
- uspto-grants-1991_07
- Patent number
- US05028714
Reaction notes
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