Sodium Hydroxide → HCID 68987472, compound

HRID 1518003Notes

Reaction equation

HRID 1518003 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2([C:15]3[S:16][CH:17]=[CH:18][CH:19]=3)[O:14][CH2:13][CH2:12][O:11]2)=[CH:6][CH:5]=1)([O-:3])=O.[I:20][C:21]1[CH:22]=[C:23]([CH2:27]C#N)[CH:24]=[CH:25][CH:26]=1.[OH-].[Na+]>CO>[I:20][C:21]1[CH:22]=[C:23]([C:27]2[O:3][N:1]=[C:4]3[CH:9]=[CH:8][C:7]([C:10]4([C:15]5[S:16][CH:17]=[CH:18][CH:19]=5)[O:14][CH2:13][CH2:12][O:11]4)=[CH:6][C:5]=23)[CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 27593682-(3-Iodophenyl)acetonitrileHCID 68983741HCID 68983741, compound

Product 1

HCID 68987472HCID 68987472, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

If one were to take 10 mmole of the dioxolane from Step A and treat it with 1.5 equivalents of (3-iodophenyl)acetonitrile and 5 equivalents of sodium hydroxide in anhydrous methanol and then refluxed the resulting reaction mixture for 2-3 hours, one would obtain after aqueous work-up the resulting 3-(3-iodo-phenyl)-5-(2-thiophen-2-yl-[1,3]dioxolan-2-yl)-benzo[c]isoxazole (3).

Workup

  1. temperaturerefluxed
  2. customthe resulting reaction mixture for 2-3 hours

Sources & evidence

ORD record
ord-c121d6eb1b774fa59e111500d3ac85dc
Source dataset
uspto-grants-2012_07
Patent number
US08232402B2

Reaction notes

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