Iodine → HCID 13015746, compound

HRID 652889Notes

Reaction equation

HRID 652889 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:12]2[CH:13]=[CH:14][C:15]([O:17][CH3:18])=[CH:16][C:11]=2[O:10][N:9]=1.C([Li])CCC.[I:24]I.[O-]S([O-])(=S)=O.[Na+].[Na+]>C1COCC1.CCOCC.O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:12]2[CH:13]=[CH:14][C:15]([O:17][CH3:18])=[C:16]([I:24])[C:11]=2[O:10][N:9]=1

Participants

8

Reactant 4

HCID 807IodineHCID 24477Sodium ThiosulfateHCID 13015730HCID 13015730, compoundHCID 178418339Butyllithium

Product 1

HCID 13015746HCID 13015746, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

10 g of 3-(2-fluorophenyl)-6-methoxy-1,2-benzisoxazole are dissolved in 400 ml of dry THF at -40° C. and treated with 21 ml of 2.2M n-butyllithium. After stirring for one hour, I2 (11.7 g) in 90 ml of ether is added. The reaction mixture is poured into Na2S2O3, then H2O. Drying and concentration gives 3-(2-fluorophenyl)-7-iodo-6-methoxy-1,2-benzisoxazole, mp 135°-138° C.

Workup

  1. customDrying
  2. concentrationconcentration

Sources & evidence

ORD record
ord-6105000f9e264592affc5592adf36ee9
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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