Hydrochloric Acid → Diethyl 2-t-butyloxycarbonylamino-2-ethoxycarbonylsuccinate

HRID 471348

반응식

HRID 471348 반응식
[C:1]([O:5][C:6]([NH:8][CH:9]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29].Cl>CN(C=O)C>[C:1]([O:5][C:6]([NH:8][C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])([CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 382219Diethyl 2-((tert-butoxycarbonyl)amino)malonate

생성물 1

HCID 86661708Diethyl 2-t-butyloxycarbonylamino-2-ethoxycarbonylsuccinate수율 86.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

A suspension of diethyl 2-t-butyloxycarbonylaminomalonate (5.0 g), potassium carbonate (3.0 g), and ethyl 2-bromoacetate (3.9 g) in DMF (20 mL) was stirred at 50° C. for 4 hours. The reaction mixture was cooled, and then poured into diluted hydrochloric acid, the mixture was extracted with ethyl acetate, and the extract was washed with saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography, and then purification was performed with n-hexane/ethyl acetate (5:1), to obtain the title compound (5.7 g, yield: 79%) as colorless oil.

후처리

  1. temperatureThe reaction mixture was cooled
  2. extractionthe mixture was extracted with ethyl acetate
  3. washthe extract was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. custompurification

출처 및 근거

ORD 기록
ord-32010575ec3b49f9b8488f9f245d7c07
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633001B2

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