Water → 1-Naphthanilide

HRID 905515노트

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HRID 905515 반응식
[C:1]1([C:11](Cl)=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O.[OH-].[NH4+]>C(#N)C.C(OCC)C>[C:15]1([NH:14][C:11]([C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][CH:2]=2)=[O:12])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 6115AnilineHCID 14923Ammonium HydroxideHCID 701461-Naphthalenecarbonyl chloride

생성물 1

HCID 3471821-Naphthanilide수율 82%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6342Acetonitrile용매

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온도
82 °C

실험 절차

4.77 g of 1-naphthoyl chloride (TCI America) was dissolved in 100 ml of anhydrous acetonitrile. To the solution so formed, 2.28 ml of aniline (Sigma-Aldrich) was added in a dropwise fashion over a period of c.a. 20 min. The reaction was then refluxed for 2 h at 82° C. 100 ml of distilled water and 5 ml of concentrated ammonium hydroxide were added along with 100 ml of diethyl ether in a separatory funnel. The phases were separated and the aqueous phase was washed with 100 ml of dichloromethane. The organic fractions were collected and dried with magnesium sulfate, filtered and the solvent was then removed under reduced pressure to yield a white solid 5.07 g (82%; 20.5 mmol).

후처리

  1. customTo the solution so formed
  2. custom20 min
  3. customThe phases were separated
  4. washthe aqueous phase was washed with 100 ml of dichloromethane
  5. customThe organic fractions were collected
  6. dry with materialdried with magnesium sulfate
  7. filtrationfiltered
  8. customthe solvent was then removed under reduced pressure

출처 및 근거

ORD 기록
ord-cb5847bc2b8849bfbcea377930f23d20
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08012458B2

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