Methyl iodide → Methyl 4,5-dibromo-3-methoxythiophene-2-carboxylate

HRID 450497ノート

反応式

HRID 450497 の反応式
IC.[C:3]([O-])([O-])=O.[K+].[K+].[Br:9][C:10]1[C:11]([OH:20])=[C:12]([C:16]([O:18][CH3:19])=[O:17])[S:13][C:14]=1[Br:15]>CN(C=O)C.C(OCC)C>[Br:9][C:10]1[C:11]([O:20][CH3:3])=[C:12]([C:16]([O:18][CH3:19])=[O:17])[S:13][C:14]=1[Br:15]

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 2777613Methyl 4,5-dibromo-3-hydroxythiophene-2-carboxylate

生成物 1

HCID 2808414Methyl 4,5-dibromo-3-methoxythiophene-2-carboxylate収率 80%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒

実験手順

9.97 ml of a solution of iodomethane and then 29.44 g of K2CO3 are added, dropwise, to a solution of 34.35 g of methyl 4,5-dibromo-3-hydroxythiophene-2-carboxylate in 150 ml of DMF and the mixture is left to stir for 18 hours at AT. After cooling, the reaction mixture is diluted in 100 ml of ethyl ether and filtered, and the filtrate is concentrated under vacuum. The reaction crude is purified by silica gel chromatography, elution being carried out with heptane and then with a heptane/EtOAc mixture (85/15; v/v). 28.70 g of the expected compound are obtained.

後処理

  1. temperatureAfter cooling
  2. filtrationfiltered
  3. concentrationthe filtrate is concentrated under vacuum
  4. customThe reaction crude
  5. customis purified by silica gel chromatography, elution

出典と根拠

ORDレコード
ord-8316e5bcded34f37960b332a2089cbd8
出典データセット
uspto-grants-2013_07
特許番号
US08486971B2

反応ノート

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