Iodoethane → HCID 13882871, compound

HRID 1763109Notes

Reaction equation

HRID 1763109 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([C:17]([F:20])([F:19])[F:18])=[N:8][C:9]([C:13]([Cl:16])([F:15])[F:14])=[CH:10][C:11]=1[OH:12])=[O:5])[CH3:2].C([O-])([O-])=O.[K+].[K+].[CH2:27](I)[CH3:28]>CC(C)=O>[Cl:16][C:13]([F:14])([F:15])[C:9]1[N:8]=[C:7]([C:17]([F:20])([F:18])[F:19])[C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])=[C:11]([O:12][CH2:27][CH3:28])[CH:10]=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 4, 25.5 g (0.080 mol) of product of Example 3, 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
  2. customwere reacted

Sources & evidence

ORD record
ord-2e6d3fcc30c847c0b03f8005508c1efb
Source dataset
uspto-grants-1989_05
Patent number
US04835279

Reaction notes

Loading…