Potassium Iodide → HCID 131711332, compound

HRID 1704104Notes

Reaction equation

HRID 1704104 reaction equation
[O:1]([C:8]1[CH:9]=[C:10]([OH:14])[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[I-].[K+].Br[CH:20]([C:25]1[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][CH2:34][O:35][C:36]2[CH:41]=[CH:40][C:39]([Cl:42])=[CH:38][CH:37]=2)=[CH:27][CH:26]=1)[C:21]([O:23][CH3:24])=[O:22]>O1CCCC1.CN(C)P(N(C)C)(N(C)C)=O>[CH3:24][O:23][C:21](=[O:22])[CH:20]([O:14][C:10]1[CH:11]=[CH:12][CH:13]=[C:8]([O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH:9]=1)[C:25]1[CH:26]=[CH:27][C:28]([O:31][CH2:32][CH2:33][CH2:34][O:35][C:36]2[CH:37]=[CH:38][C:39]([Cl:42])=[CH:40][CH:41]=2)=[CH:29][CH:30]=1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 128423-PhenoxyphenolHCID 24758Sodium hydrideHCID 22761172HCID 22761172, compound

Product 1

HCID 131711332HCID 131711332, compoundYield 104.2%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 12679HexamethylphosphoramideSolvent

Procedure

As described in Example 30, a mixture of 5.2 g of m-phenoxyphenol, 1.06 g of 60% sodium hydride-oil dispersion, 3.82 g of potassium iodide, one ml of hexamethylphosphoramide and 10.4 g of methyl bromo{p-[3-(p-chlorophenoxy)propoxy]phenyl}acetate in 80 ml of tetrahydrofuran is refluxed for 18 hours and worked-up to give 13.6 g of gum. The gum is chromatographed over silica gel with dichloromethane as eluent to give 11.2 g of product as a viscous oil.

Workup

  1. temperatureis refluxed for 18 hours

Sources & evidence

ORD record
ord-232b729cac204351a99e19e702c06043
Source dataset
uspto-grants-1978_11
Patent number
US04125732

Reaction notes

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