Water → Tert.-butyl 2-[(5-bromo-thiophen-2-yl)-carbonylamino]-isobutyrate

HRID 15101

反応式

HRID 15101 の反応式
[Br:1][C:2]1[S:6][C:5]([C:7]([OH:9])=O)=[CH:4][CH:3]=1.S(Cl)(Cl)=O.Cl.[NH2:15][C:16]([CH3:25])([CH3:24])[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18].O>ClCCl>[Br:1][C:2]1[S:6][C:5]([C:7]([NH:15][C:16]([CH3:25])([CH3:24])[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[O:9])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 24386Thionyl ChlorideHCID 3491155-Bromothiophene-2-carboxylic acidHCID 12186776Tert-butyl 2-amino-2-methylpropanoate hydrochloride

生成物 1

HCID 68638345Tert.-butyl 2-[(5-bromo-thiophen-2-yl)-carbonylamino]-isobutyrate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

2.63 g (12.3 mmol) 5-bromo-thiophene-2-carboxylic acid are refluxed in 15 ml dichloromethane together with 7.0 ml of thionyl chloride for 2 h with stirring. The mixture is then evaporated down i. vac. and the residue is twice taken up in toluene and evaporated down completely i. vac. The residue is added dropwise to 10 ml dichloromethane with stirring at ambient temperature in a mixture of 2.41 g (12.3 mmol) tert.-butyl 2-amino-isobutyrate hydrochloride in 20 ml dichloromethane with 5.14 ml (36.9 mmol) TEA and stirred for 16 h. The mixture is poured into water and extracted with dichloromethane, the combined organic phases are dried over magnesium sulphate and evaporated down i. vac.

後処理

  1. customThe mixture is then evaporated down i
  2. customevaporated down completely
  3. additionThe residue is added dropwise to 10 ml dichloromethane
  4. stirringstirred for 16 h
  5. extractionextracted with dichloromethane
  6. dry with materialthe combined organic phases are dried over magnesium sulphate
  7. customevaporated down i

出典と根拠

ORDレコード
ord-85ce16b4205a42c8bd3450e8ff110de5
出典データセット
uspto-grants-2010_06
特許番号
US07732466B2

関連ノート

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