HCID 131715636, compound → HCID 13727460, compound

HRID 845440Notes

Reaction equation

HRID 845440 reaction equation
[Cl:1][CH:2]=[C:3]([O:9]C1C=CC=CC=1)[C:4]([CH3:8])([CH3:7])[C:5]#[CH:6]>C(O)C.Cl.O>[Cl:1][CH2:2][C:3](=[O:9])[C:4]([CH3:8])([CH3:7])[C:5]#[CH:6]

Participants

5

Reactant 1

HCID 131715636HCID 131715636, compound

Product 1

HCID 13727460HCID 13727460, compoundYield 83%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

275 g (1.25 moles) of 1-chloro-3,3-dimethyl-2-phenoxy-pent-1-en-4-ine in 1.25 liters of ethanol and 620 ml of concentrated hydrochloric acid are heated for 5 hours under reflux. The mixture is diluted with water and repeatedly extracted with n-hexane. After drying the extracts and stripping off the solvent, 176 g of crude product remain. Distillation gives 149.9 g (that is to say 83% of theory) of 1-chloro-3,3-dimethyl-pent-4-in-2-one of boiling point 67°-70° C./20 mm Hg.

Workup

  1. temperatureunder reflux
  2. extractionrepeatedly extracted with n-hexane
  3. customAfter drying the extracts
  4. distillationDistillation

Sources & evidence

ORD record
ord-3d82d8793132400f81e96d085243f527
Source dataset
uspto-grants-1988_07
Patent number
US04758582

Reaction notes

Loading…