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Aniline → HCID 58938487, 화합물

HRID 1367644
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HRID 1367644 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[Al](C)C.C([NH:15][C:16]1[C:21]([C:22](OCC)=[O:23])=[CH:20][N:19]=[CH:18][N:17]=1)(=O)C>C(Cl)Cl>[NH2:15][C:16]1[C:21]([C:22]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:23])=[CH:20][N:19]=[CH:18][N:17]=1
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참가 물질

5

반응물 3

HCID 6115AnilineHCID 16682925TrimethylaluminumHCID 58938520HCID 58938520, 화합물

생성물 1

HCID 58938487HCID 58938487, 화합물수율 24.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of aniline (336.0 mg, 3.6 mmol) in 7.5 mL of dry CH2Cl2 was slowly added 2.17 mL of Me3Al (2M solution in hexanes) at RT under N2. After 20 min of stirring compound 22 (301 mg, 1.44 mmol) was added to the reaction mixture as a solution in 2 mL of dry CH2Cl2. The reaction mixture was stirred at RT for 16 h and then quenched with NH4Cl (sat.) followed by extraction into CH2Cl2. The combined organic layers were washed with NaHCO3 (sat.), brine and dried over Na2SO4. The crude material was purified by flash chromatography (CH2Cl2/EtOAc) to yield 75.0 mg of the target compound 23 in 24% yield.

후처리

  1. customat RT
  2. customquenched with NH4Cl (sat.)
  3. extractionfollowed by extraction into CH2Cl2
  4. washThe combined organic layers were washed with NaHCO3 (sat.), brine
  5. dry with materialdried over Na2SO4
  6. customThe crude material was purified by flash chromatography (CH2Cl2/EtOAc)

출처 및 근거

ORD 기록
ord-0e516f3ab2ea465e890a3cc905a6384b
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07893260B2

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