Potassium Carbonate → HCID 86689033, 화합물

HRID 388425

반응식

HRID 388425 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 86689033HCID 86689033, 화합물수율 33.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-86e2bcdc26d742df83851a1f583167be
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08377946B1

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