Potassium Carbonate → HCID 15053442, compound

HRID 2081448Notes

Reaction equation

HRID 2081448 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[Cl:16])[O:5][CH:6]1[CH2:9][N:8]([C:10](Cl)=[O:11])[CH2:7]1.C(=O)([O-])[O-].[K+].[K+].[CH2:23]([NH2:26])[C:24]#[CH:25]>O1CCCC1.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[Cl:16])[O:5][CH:6]1[CH2:9][N:8]([C:10]([NH:26][CH2:23][C:24]#[CH:25])=[O:11])[CH2:7]1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 239041PropargylamineHCID 15042235HCID 15042235, compound

Product 1

HCID 15053442HCID 15053442, compoundYield 83.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A stirred mixture of 5.6 g (0.02 mole) of 3-(3,4-dichlorophenoxy)-1-azetidinecarbonyl chloride and 3 g (0.02 mole) of potassium carbonate in 20 ml of tetrahydrofuran was treated with 1.1 g (0.02 mole) of 2-propynylamine added dropwise from a needle syringe then stirred for an additional 18 hr. The reaction mixture was diluted with 200 ml of water and the resulting solid collected by filtration to yield 7.1 g of crude product. Recrystallization from isopropyl ether yielded 4.98 g (83.2%) of pale beige crystals, m.p. 119°-121° C.

Workup

  1. additionadded dropwise from a needle syringe
  2. filtrationthe resulting solid collected by filtration
  3. customto yield 7.1 g of crude product
  4. customRecrystallization from isopropyl ether

Sources & evidence

ORD record
ord-fb3b5862f69641799c7aa1f01734ccd0
Source dataset
uspto-grants-1993_02
Patent number
US05183902

Reaction notes

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