Ethyl 2-thiopheneglyoxylate → Ethyl cyclohexyl(hydroxy)(thiophen-2-yl)acetate

HRID 660078

反応式

HRID 660078 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:12])[C:7]([O:9][CH2:10][CH3:11])=[O:8].[CH:13]1([Mg]Cl)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>C(OCC)C>[CH2:10]([O:9][C:7](=[O:8])[C:6]([CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)([OH:12])[C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)[CH3:11]

参加物

4

反応物 2

HCID 77693Ethyl 2-thiopheneglyoxylateHCID 178478990HCID 178478990、化合物

生成物 1

HCID 44147725Ethyl cyclohexyl(hydroxy)(thiophen-2-yl)acetate

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

To a stirred, cooled (0° C.) solution of ethyl thiophene-2-glyoxylate (125.6 g, 0.683 mol) in diethyl ether (2 litres) is added dropwise 2M cyclohexyl magnesium chloride in ether (400 ml, 0.8 mol) over 1 hour. After stirring at room temperature for 2 hours, the reaction is quenched by addition of saturated ammonium chloride solution (1 litre of a 270 g/l solution) and water (1 litre) ensuring the temperature does not rise above 20° C. The organic portion is separated and washed with brine (1 litre), dried over magnesium sulphate and concentrated in vacuo, to yield the titled compound as an orange oil which is used in the next step without further purification.

後処理

  1. customthe reaction is quenched by addition of saturated ammonium chloride solution (1 litre of a 270 g/l solution) and water (1 litre)
  2. customdoes not rise above 20° C
  3. customThe organic portion is separated
  4. washwashed with brine (1 litre)
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-bf432eca4235415087e427a87215cdad
出典データセット
uspto-grants-2011_12
特許番号
US08084463B2

関連ノート

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