Dimethylformamide → 2-Naphthalenecarbonitrile, 6-(phenylmethoxy)-

HRID 1981819노트

반응식

HRID 1981819 반응식
[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14](Br)[CH:15]=2)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.N.[CH3:22][N:23](C)C=O>N1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:22]#[N:23])[CH:15]=2)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 6405952-(Benzyloxy)-6-bromonaphthaleneHCID 12896473Azane;hydrate

생성물 1

HCID 110864692-Naphthalenecarbonitrile, 6-(phenylmethoxy)-

시약·촉매·용매 1

HCID 1049Pyridine촉매

실험 절차

Ten grams of 2-benzyloxy-6-bromonaphthalene was dissolved in 65 ml of dimethyl formamide, 2.83 grams of cuprous cyanide and 5 to 6 drops of pyridine were added thereto, and the mixture was heated to reflux with stirring for twelve hours. After the reaction was completed, the reaction solution was poured into a mixture of 150 ml of concentrated ammonia water and 150 grams of ice, the mixture was extracted with chloroform, the chloroform extract was washed with diluted hydrochloric acid and then with water, dried with anhydrous sodium sulfate, and the solvent was evaporated therefrom. The resulting residue was subjected to a column chromatography using 200 grams of silica gel and eluted with n-hexane and chloroform mixture (1:1) to afford 2-benzyloxy-6-naphthonitrile, colourless crystals, yield 6.8 grams.

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux
  3. extractionthe mixture was extracted with chloroform
  4. extractionthe chloroform extract
  5. washwas washed with diluted hydrochloric acid
  6. dry with materialwith water, dried with anhydrous sodium sulfate
  7. customthe solvent was evaporated
  8. washeluted with n-hexane and chloroform mixture (1:1)

출처 및 근거

ORD 기록
ord-e03f1f4796794da18ceaee0ad584a74d
출처 데이터셋
uspto-grants-1986_06
특허 번호
US04593025

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