Hydrochloric Acid → HCID 53681971, compound

HRID 1111323Notes

Reaction equation

HRID 1111323 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

Reactant 2

HCID 313Hydrochloric AcidHCID 15676316HCID 15676316, compound

Product 1

HCID 53681971HCID 53681971, compound

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

  1. extractionThe reaction mixture was extracted with three 100 ml portions of diethylether
  2. washwashed once with 100 ml of a saturated aqueous sodium chloride solution
  3. concentrationconcentrated under reduced pressure
  4. distillationThe resulting oily product was distilled under reduced pressure

Sources & evidence

ORD record
ord-a47b60c3797a4c86820a0c43bdf7b7d3
Source dataset
uspto-grants-1990_12
Patent number
US04980345

Reaction notes

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