Potassium Carbonate → HCID 86689033、化合物

HRID 388425

反応式

HRID 388425 の反応式
Br[CH2:2]/[CH:3]=[CH:4]/[C:5]([O:7][CH3:8])=[O:6].C(=O)([O-])[O-].[K+].[K+].[CH:15]1([NH2:19])[CH2:18][CH2:17][CH2:16]1>C1COCC1>[CH:15]1([NH:19][CH2:2]/[CH:3]=[CH:4]/[C:5]([O:7][CH3:8])=[O:6])[CH2:18][CH2:17][CH2:16]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 75645CyclobutylamineHCID 53691752-Butenoic acid, 4-bromo-, methyl ester

生成物 1

HCID 86689033HCID 86689033、化合物収率 33.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of (E)-methyl 4-bromobut-2-enoate (5.37 g, 30 mmol) in THF (60 mL) was added potassium carbonate (8.34 g, 60 mmol), followed by cyclobutanamine (2.13 g, 30 mmol, in 30 mL THF) under N2 atmosphere. The resulting reaction mixture was stirred at RT overnight. Excess potassium carbonate was removed by filtration and the filtrate was diluted with EA and water. The organic layer was separated and the aqueous later was extracted with EA. The combined organic phase was dried over Na2SO4. Solvent was removed in vacuum and the crude mixture was purified by flash chromatography (0-5% DCM/MeOH) to provide (E)-methyl 4-(cyclobutylamino)but-2-enoate (19) (1.7 g, 33%) as an oil. LC-MS (ESI): m/z (M+1), 170.2.

後処理

  1. customThe resulting reaction mixture
  2. customExcess potassium carbonate was removed by filtration
  3. additionthe filtrate was diluted with EA and water
  4. customThe organic layer was separated
  5. extractionthe aqueous later was extracted with EA
  6. dry with materialThe combined organic phase was dried over Na2SO4
  7. customSolvent was removed in vacuum
  8. customthe crude mixture was purified by flash chromatography (0-5% DCM/MeOH)

出典と根拠

ORDレコード
ord-86e2bcdc26d742df83851a1f583167be
出典データセット
uspto-grants-2013_02
特許番号
US08377946B1

関連ノート

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