Potassium Iodide → HCID 14476973, compound

HRID 986843Notes

Reaction equation

HRID 986843 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH2:10][CH2:11][CH3:12])=[CH:7][CH:6]=[CH:5][C:4]=1[OH:13].Cl[C:15]([CH3:19])([CH3:18])[C:16]#[CH:17].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CC(C)=O>[CH2:10]([O:9][C:8]1[C:3]([O:2][CH3:1])=[C:4]2[C:5]([CH:17]=[CH:16][C:15]([CH3:19])([CH3:18])[O:13]2)=[CH:6][CH:7]=1)[CH2:11][CH3:12]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 706791-Butyne, 3-chloro-3-methyl-HCID 20156631HCID 20156631, compound

Product 1

HCID 14476973HCID 14476973, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A suspension of 5.5 g (30 millimoles) of 2-methoxy-3-n-propoxy-phenol, 6.5 g (60 millimoles) of 3-chloro-3-methyl-but-1-ine, 5 g of potassium carbonate, 8 g of potassium iodide and 50 ml of anhydrous acetone is heated to boiling under stirring for 20 hours. The inorganic salt is filtered off, the filtrate evaporated and the residue heated to boiling in 100 ml of N,N-dimethyl aniline for 8 hours. The reaction mixture is worked up in the usual manner and the product is purified as described in Example 3. Thus 5.9 g of the title compound are obtained in the form of a colorless oil, yield 80%.

Workup

  1. temperatureis heated
  2. filtrationThe inorganic salt is filtered off
  3. customthe filtrate evaporated
  4. temperaturethe residue heated
  5. waitto boiling in 100 ml of N,N-dimethyl aniline for 8 hours
  6. customthe product is purified

Sources & evidence

ORD record
ord-445801ca3a1c4b05af36385c02d51ea2
Source dataset
uspto-grants-1987_12
Patent number
US04716238

Reaction notes

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