Hydrochloric Acid → HCID 70628453, compound

HRID 867099Notes

Reaction equation

HRID 867099 reaction equation
I[CH2:2][C:3]#[C:4][CH2:5][O:6][CH2:7][C:8]([O-:10])=[O:9].[K+].[C:12]1(=[O:22])[NH:16][C:15](=[O:17])[C:14]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:13]12.[K].Cl>C(O)C.O>[C:8]([CH2:7][O:6][CH2:5][C:4]#[C:3][CH2:2][N:16]1[C:15](=[O:17])[C:14]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:13]2[C:12]1=[O:22])([OH:10])=[O:9]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 24194345Phthalimide potassium saltHCID 86735867HCID 86735867, compound

Product 1

HCID 70628453HCID 70628453, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

Potassium 7-iodo-3-oxa-5-heptynoate is added to a solution of potassium phthalimide (equimolar quantity) in ethanol at 25° C. The resulting solution is stirred and maintained at 25° C. until alkylation is complete. Evaporation of the reaction mixture in vacuo at 40° to 50° C. leaves a residue which is suspended in water. The aqueous suspension is acidified to Congo Red with dilute hydrochloric acid and extracted three times with ether. The combined organic extract is washed with saturated aqueous brine, dried over sodium sulfate, and filtered. In vacuo evaporation of the filtrate at 40° to 50° C. leaves the desired title compound.

Workup

  1. customEvaporation of the reaction mixture in vacuo at 40° to 50° C.
  2. customleaves a residue which
  3. extractionextracted three times with ether
  4. extractionThe combined organic extract
  5. washis washed with saturated aqueous brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. customIn vacuo evaporation of the filtrate at 40° to 50° C.

Sources & evidence

ORD record
ord-ff16e854c63c4902a3b0361052f40e6d
Source dataset
uspto-grants-1978_07
Patent number
US04102888

Reaction notes

Loading…