Ammonium Chloride → HCID 68450007, 화합물

HRID 511822노트

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HRID 511822 반응식
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[CH:8][C:9](/[CH:12]=[N:13]/[S@@:14]([C:16]([CH3:19])([CH3:18])[CH3:17])=[O:15])=[N:10][CH:11]=2)[CH2:3][CH2:2]1.[CH3:20][Mg]Br.[Cl-].[NH4+]>ClCCl>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[CH:8][C:9]([C@H:12]([NH:13][S@@:14]([C:16]([CH3:19])([CH3:18])[CH3:17])=[O:15])[CH3:20])=[N:10][CH:11]=2)[CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 87457533HCID 87457533, 화합물HCID 178418573HCID 178418573, 화합물

생성물 1

HCID 68450007HCID 68450007, 화합물수율 49.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
-78 °C

실험 절차

A solution of (R,E)-N-((5-(cyclopropylmethoxy)pyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide (6.2 g, 22 mmol) was dissolved into dichloromethane (110 ml). Methyl magnesium bromide (44 ml, 44 mmol, 1.0M in THF) was added to the mixture at −78° C. dropwise. The mixture was stirred for 1 h at −78° C. The mixture was poured into saturated ammonium chloride aqueous solution, and the aqueous phase was extracted with ethyl acetate (twice). The combined organic layers were dried over magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (1:1 (v/v)) to give 3.2 g (49% yield) of the title compound as a white solid:

후처리

  1. extractionthe aqueous phase was extracted with ethyl acetate (twice)
  2. dry with materialThe combined organic layers were dried over magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (1:1 (v/v))

출처 및 근거

ORD 기록
ord-7a1f22ecae234cd78cde8c82bf8c1b0f
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09101616B2

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