Phosphorus pentachloride → HCID 20575458, compound

HRID 894360Notes

Reaction equation

HRID 894360 reaction equation
[C:1]([C:4]1([C:10]([O:12][CH3:13])=[O:11])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)(=O)[CH3:2].P(Cl)(Cl)(Cl)(Cl)[Cl:15]>C(Cl)Cl>[Cl:15][C:1]([C:4]1([C:10]([O:12][CH3:13])=[O:11])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)=[CH2:2]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 12950161HCID 12950161, compound

Product 1

HCID 20575458HCID 20575458, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

23.5 g of methyl 1-acetyl-1-cyclohexyl-carboxylate dissolved in 100 cm3 of dry methylene chloride were heated under reflux for 6 hours in the presence of 30 g of phosphorus pentachloride. The mixture was then poured on to ice. The methylene chloride solution was separated off and washed with water and then with bicarbonate. After drying over magnesium sulphate, the solution was concentrated and methyl 1-(1'-chlorovinyl)-1-cyclohexyl-carboxylate was then distilled; this product was in the form of a colourless liquid.

Workup

  1. temperaturewere heated
  2. additionThe mixture was then poured on to ice
  3. customThe methylene chloride solution was separated off
  4. washwashed with water
  5. dry with materialAfter drying over magnesium sulphate
  6. concentrationthe solution was concentrated
  7. distillationmethyl 1-(1'-chlorovinyl)-1-cyclohexyl-carboxylate was then distilled

Sources & evidence

ORD record
ord-4de50d7d667e46a28e9e2339a87277b6
Source dataset
uspto-grants-1981_08
Patent number
US04283420

Reaction notes

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