Tetrahydrofuran → HCID 21459516, compound

HRID 1492054Notes

Reaction equation

HRID 1492054 reaction equation
[K].[O-:2][CH2:3][CH2:4]CC.[Br:7][C:8]1[NH:9][C:10]([Br:16])=[C:11]([Br:15])[C:12]=1[C:13]#[N:14].[O:17]1CC[CH2:19][CH2:18]1>>[Br:7][C:8]1[N:9]([CH2:19][C:18]([O:2][CH2:3][CH3:4])=[O:17])[C:10]([Br:16])=[C:11]([Br:15])[C:12]=1[C:13]#[N:14]

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 5462222PotassiumHCID 10471741HCID 10471741, compoundHCID 12476378Butan-1-olate

Product 1

HCID 21459516HCID 21459516, compound

Procedure

Potassium! -butoxide (0.75 g, 6.7 mmol) is added in portions at room temperature to a solution of 2,4,5-tribromopyrrole-3-carbonitrile (2.0 g, 6.1 mmol) in anhydrous tetrahydrofuran (20 mL). After 30 minutes, ethyl bromoauetate (1.12 g, 6.7 mmol) is added dropwise and the mixture stirred for 4-5 hours at room temperature. Work-up as described in Example 15 gives the product as white solid (0.42 g); mp 140°-143° C.

Workup

  1. additionethyl bromoauetate (1.12 g, 6.7 mmol) is added dropwise

Sources & evidence

ORD record
ord-f9360ae5fd214a4a82c8891fa1a27dbe
Source dataset
uspto-grants-1994_12
Patent number
US05371239

Reaction notes

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