Potassium Carbonate → HCID 86668652、化合物

HRID 73611ノート

反応式

HRID 73611 の反応式
[CH2:1]([N:8]([CH2:16][C:17]#[N:18])[C@@H:9]1[CH2:14][CH2:13][CH2:12][CH2:11][C:10]1=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Li].[CH2:20]([O:22][CH:23]=[CH2:24])[CH3:21].C(=O)([O-])[O-].[K+].[K+]>C1COCC1>[CH2:1]([N:8]([CH2:16][C:17]#[N:18])[C@@H:9]1[CH2:14][CH2:13][CH2:12][CH2:11][C@@:10]1([C:20]([O:22][CH2:23][CH3:24])=[CH2:21])[OH:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 86668650HCID 86668650、化合物HCID 86668653HCID 86668653、化合物

生成物 1

HCID 86668652HCID 86668652、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

To {benzyl[(1R)-2-oxocyclohexyl]amino}acetonitrile (298 mg, 1.230 mmol) in THF (9 ml) at −78° C. was added ethylvinyl ether lithium (7.38 ml, 3.69 mmol) in THF via a cannula dropwise over 25 min. The reaction mixture was stirred for an addition 40 min at −78° C. before wet THF (THF/Water 10/1, 10 ml) was added. The reaction was allowed to warm to room temperature. The mixture was cooled, aqueous potassium carbonate (saturated, 10 mL) was added and the mixture was extracted with ethyl acetate (3×20 mL). The combined organic fractions were washed with brine (saturated, 30 mL), dried, filtered and the solvent was evaporated under reduced pressure to give the title compound. The crude product was used directly without further purification in the next step.

後処理

  1. additionwas added
  2. temperatureThe mixture was cooled
  3. extractionthe mixture was extracted with ethyl acetate (3×20 mL)
  4. washThe combined organic fractions were washed with brine (saturated, 30 mL)
  5. customdried
  6. filtrationfiltered
  7. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-94ecfcfedb2a49299be9194fe9b496ee
出典データセット
uspto-grants-2014_09
特許番号
US08829196B2

反応ノート

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