Potassium Iodide → HCID 131716107, compound

HRID 1073383Notes

Reaction equation

HRID 1073383 reaction equation
[CH3:1][C:2](CC)=[O:3].C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Cl.[N:15]1([CH2:21][CH2:22]Cl)[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1.OC1C=[C:33]2[C:28]([C:29](=[O:37])[CH2:30][C:31]([CH3:36])([CH3:35])[O:32]2)=[CH:27][CH:26]=1>>[N:15]1([C:21]2[CH:22]=[C:33]3[C:28]([C:29](=[O:37])[CH:30]([O:3][CH2:2][CH3:1])[C:31]([CH3:35])([CH3:36])[O:32]3)=[CH:27][CH:26]=2)[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1

Participants

6

Reactant 5

HCID 4875Potassium IodideHCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 77210Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 6009027-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one

Product 1

HCID 131716107HCID 131716107, compoundYield 85.3%

Procedure

In 100 ml of methyl-ethyl-ketone 3.8 g (20 millimoles) of 7-hydroxy-2,2-dimethyl-4-chromanone are dissolved, whereupon 8.3 g (60 millimoles) of potassium carbonate, 0.5 g potassium iodide and thereafter 4.6 g (25 millimoles) of morpholinyl-ethyl-chloride hydrochloride are added and the reaction mixture is heated to boiling for 10 hours. The reaction having been completed the reaction mixture is cooled, the inorganic salt filtered off, washed twice with 20 ml of acetone each and the solvent is removed. The residue is treated with 100 ml of water. Thus 5.2 g of the desired compound are obtained in the form of white crystals, yield 85.3%. Mp.: 61°-63° C.

Workup

  1. temperaturethe reaction mixture is heated
  2. temperatureis cooled
  3. filtrationthe inorganic salt filtered off
  4. washwashed twice with 20 ml of acetone each and the solvent
  5. customis removed
  6. additionThe residue is treated with 100 ml of water

Sources & evidence

ORD record
ord-26e36bd5edf042ca9f0c2ad073689590
Source dataset
uspto-grants-1990_11
Patent number
US04968819

Reaction notes

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