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

HRID 660078노트

반응식

HRID 660078 반응식
[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]

참가 물질

4

반응물 2

HCID 77693Ethyl 2-thiopheneglyoxylateHCID 178478990HCID 178478990, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bf432eca4235415087e427a87215cdad
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084463B2

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