Malononitrile, (1-naphthylmethylene)- → 2-[(2-Methoxyphenyl)(1-naphthyl)methyl]malononitrile

HRID 31162

반응식

HRID 31162 반응식
[C:1]1([CH:11]=[C:12]([C:15]#[N:16])[C:13]#[N:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[Mg]Br>O1CCCC1>[CH3:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH:11]([C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1)[CH:12]([C:13]#[N:14])[C:15]#[N:16]

참가 물질

4

반응물 2

HCID 18092Malononitrile, (1-naphthylmethylene)-HCID 178489560HCID 178489560, 화합물

생성물 1

HCID 117165872-[(2-Methoxyphenyl)(1-naphthyl)methyl]malononitrile

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A flask was charged with (1-naphthalenylmethylene)-propanedinitrile (408 mg, 2 mmol) and 10 mL anhydrous tetrahydrofuran. To this stirred solution was added, at room temperature, 2-methoxy phenyl magnesium bromide (2.4 mL, 2.4 mmol, 1 M in tetrahydrofuran). The reaction was stirred 1.5 hours, after which it was quenched with 1 N hydrochloric acid and taken up in ethyl acetate. The organic layer was washed with saturated aqueous sodium bicarbonate, brine, dried over magnesium sulfate, filtered, and evaporated to dryness. Following purification on silica (20% ethyl acetate/hexanes) 551 mg product was isolated as an off white foam.

후처리

  1. additionTo this stirred solution was added, at room temperature
  2. customafter which it was quenched with 1 N hydrochloric acid
  3. washThe organic layer was washed with saturated aqueous sodium bicarbonate, brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness
  7. custompurification on silica (20% ethyl acetate/hexanes) 551 mg product
  8. customwas isolated as an off white foam

출처 및 근거

ORD 기록
ord-b2ea1113d63c49478e6a3ed96726ce5a
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425580B2

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