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Ammonium Chloride → HCID 11071548, 화합물

HRID 975488
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HRID 975488 반응식
[CH2:1]([Mg]Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10]([O:14][C:15]([NH:17][CH:18]([P:20]([CH:25](Br)[NH:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])(=[O:24])[O:21][CH2:22][CH3:23])Br)=[O:16])([CH3:13])([CH3:12])[CH3:11].[Cl-].[NH4+]>C1COCC1>[C:10]([O:14][C:15]([NH:17][CH:18]([P:20]([CH:25]([NH:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:24])[O:21][CH2:22][CH3:23])[CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:16])([CH3:13])([CH3:12])[CH3:11]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

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HCID 25517Ammonium ChlorideHCID 19972015Ethyl bis(N-tert-butoxycarbonylamino(bromo)methyl)phosphinateHCID 178418336HCID 178418336, 화합물

생성물 1

HCID 11071548HCID 11071548, 화합물수율 30%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
-78 °C

실험 절차

A 2.00N benzylmagnesium chloride solution (1.35 ml; 2.70 mmol) in THF is added dropwise to a solution of the bromide 6 (340 mg; 0.67 mmol) in THF (10 ml), which is stirred at -78° C. under an argon atmosphere. After stirring at -70° C. for 3 hours, the reaction solution is warmed to room temperature and mixed with saturated aqueous ammonium chloride solution (50 ml). The aqueous phase is extracted with ethyl acetate (3×60 ml). The combined organic phase is dried over Na2SO4 and concentrated under reduced pressure. After purification by column chromatography on silica gel (ethyl acetate/heptane), the bisalkylated phosphinic acid ester 10 (105 mg, 30% of theory) is obtained.

후처리

  1. stirringAfter stirring at -70° C. for 3 hours
  2. temperaturethe reaction solution is warmed to room temperature
  3. extractionThe aqueous phase is extracted with ethyl acetate (3×60 ml)
  4. dry with materialThe combined organic phase is dried over Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customAfter purification by column chromatography on silica gel (ethyl acetate/heptane)

출처 및 근거

ORD 기록
ord-0adf3cbfb77c43d98f5b3fa66e144c65
출처 데이터셋
uspto-grants-1997_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05608098

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