Iodine → Dibenzyl phosphoroiodidate

HRID 2115633Notes

Reaction equation

HRID 2115633 reaction equation
[P:1]([O:18]CC1C=CC=CC=1)([O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[O:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[I:26]I>C(Cl)Cl>[P:1]([I:26])(=[O:18])([O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[O:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 807IodineHCID 11810300Tribenzyl phosphite

Product 1

HCID 11101138Dibenzyl phosphoroiodidate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of tribenzyl phosphite (0.708 g, 2.01 mmol) in CH2Cl2 (5 mL) at 0° C. was added I2 (0.49 g, 1.93 mmol). The mixture was stirred at 0° C. for 10 min or until the solution became clear and colorless. The solution was then stirred at room temperature for 10 min and used directly in the next step.

Workup

  1. stirringThe solution was then stirred at room temperature for 10 min

Sources & evidence

ORD record
ord-19bcfed88c2644ec8c607271ae83700c
Source dataset
uspto-grants-2008_10
Patent number
US07435861B2

Reaction notes

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