Water → Diethyl methyl-(4-amino)benzylmalonate

HRID 1896274노트

반응식

HRID 1896274 반응식
[N+:1]([C:4]1[CH:22]=[CH:21][C:7]([CH2:8][C:9]([CH3:20])([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:6][CH:5]=1)([O-])=O.O.C(OCC)(=O)C.C(N(CC)CC)C>CCO>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][C:9]([CH3:20])([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:21][CH:22]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 54496963Diethyl 2-(4-nitrobenzyl)-2-methylmalonate

생성물 1

HCID 54055855Diethyl methyl-(4-amino)benzylmalonate수율 81.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Stannous chloride dihydrate (4.39 g, 19.4 mmol) was added to a solution of diethyl 2-(4-nitrobenzyl)-2-methylmalonate (3.00 g, 9.70 mmol) in EtOH (30 ml) and stirred at reflux for 3 h. Water and ethyl acetate were added and the solution was basified with triethyl amine adjusted an pH˜9. The salts were filtered and washed with ethyl acetate. The organic layer was separated from the filtrate and washed with water, brine solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 2.20 g (81.4%) of diethyl 2-(4-aminobenzyl)-2-methylmalonate as brown oil.

후처리

  1. temperatureat reflux for 3 h
  2. filtrationThe salts were filtered
  3. washwashed with ethyl acetate
  4. customThe organic layer was separated from the filtrate
  5. washwashed with water, brine solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-2298d108979e469d88483fba611682cc
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08518948B2

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