Iodoethane → HCID 13882871, compound

HRID 542111Notes

Reaction equation

HRID 542111 reaction equation
[Cl:1][C:2]([F:20])([F:19])[C:3]1[N:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([OH:18])[CH:4]=1.C([O-])([O-])=O.[K+].[K+].[CH2:27](I)[CH3:28]>CC(C)=O>[Cl:1][C:2]([F:19])([F:20])[C:3]1[N:8]=[C:7]([C:9]([F:12])([F:10])[F:11])[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([O:18][CH2:27][CH3:28])[CH:4]=1

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 178470033HCID 178470033, compound

Product 1

HCID 13882871HCID 13882871, compoundYield 82.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

This product was prepared as described in Example 8, 25. g (0.080 mol) of product of Example 5, 14.3 g (0.103 mol) of K2CO3, 37.5 ml (0.470 mol) of ethyl iodide in 100 ml of acetone were reacted affording 22.86 g of oil which was purified by HPLC using 3% ethyl acetate/cyclohexane as eluting solvent to give 14.73 g of solid. Crystallization in hot hexane gave 11.11 g (41.6%) of solid. A portion (0.98 g) of this solid was kugelrohr distilled at 29 Pa, pot temperature 70° C., to give 0.81 g of product as a white solid; mp 54.5°-56.5° C.

Workup

  1. customThis product was prepared

Sources & evidence

ORD record
ord-0c72d542f1204dfc83281fd10c704434
Source dataset
uspto-grants-1987_04
Patent number
US04655816

Reaction notes

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