Biphenyl → Biphenylyl phenyl iodonium tosylate

HRID 434603Notes

Reaction equation

HRID 434603 reaction equation
[S:1]([C:13]1[CH:19]=[CH:18][C:16]([CH3:17])=[CH:15][CH:14]=1)([O:4][IH:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=O)(=[O:3])=[O:2].[C:20]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(OCC)C>[S:1]([C:13]1[CH:19]=[CH:18][C:16]([CH3:17])=[CH:15][CH:14]=1)([O-:4])(=[O:3])=[O:2].[C:20]1([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[I+:5][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 7095BiphenylHCID 178427798HCID 178427798, compound

Product 1

HCID 20491424Biphenylyl phenyl iodonium tosylateYield 63%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
135 °C

Procedure

A mixture of 9.3 grams (0.023 mole) phenyliodoso tosylate and 9.25 grams (0.06 mole) biphenyl was heated to 135° C. for 1 hour and the mixture poured into 50 ml diethyl ether. After filtering off the insoluble salt and washing with ether, the product was dried. A 63% yield of biphenylyl phenyl iodonium tosylate was obtained.

Workup

  1. filtrationAfter filtering off the insoluble salt
  2. washwashing with ether
  3. customthe product was dried

Sources & evidence

ORD record
ord-b08efe69c63140588fe80863c54bad31
Source dataset
uspto-grants-1983_08
Patent number
US04399071

Reaction notes

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