Allyl iodide → HCID 21459544, compound

HRID 1492053Notes

Reaction equation

HRID 1492053 reaction equation
[CH3:1][C:2](C)([O-])[CH3:3].[K+].[Br:7][C:8]1[NH:9][C:10]([Br:16])=[C:11]([Br:15])[C:12]=1[C:13]#[N:14].C(I)C=C>>[CH2:3]([N:9]1[C:10]([Br:16])=[C:11]([Br:15])[C:12]([C:13]#[N:14])=[C:8]1[Br:7])[CH:2]=[CH2:1]

Participants

4

Reactant 3

HCID 11166Allyl iodideHCID 10471741HCID 10471741, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 21459544HCID 21459544, compoundYield 93.3%

Procedure

Potassium t-butoxide (0.75 g, 6.7 mmol) is added portionwise at room temperature to a solution of 2,4,5-tribromopyrrole-3-carbonitrile (2.0 g, 6.1 mmol) in anhydrous tetrafuran (20 mL). After 30 minutes allyl iodide (1.12 g, 6.7 mmol) is added dropwise and then refluxed for 2 hours. Work-up as described in Example 15 gives the product as a pale pink liquid (2.1 g).

Workup

  1. temperaturerefluxed for 2 hours

Sources & evidence

ORD record
ord-8ab3915e8e00465ea635bee9213f3b14
Source dataset
uspto-grants-1994_12
Patent number
US05371239

Reaction notes

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