1-Acetylnaphthalene → 2-Bromo-1-(1-naphthalenyl)ethanone

HRID 386394

반응식

HRID 386394 반응식
[C:1]1([C:11](=[O:13])[CH3:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[Br:14]Br>O1CCOCC1>[Br:14][CH2:12][C: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)=[O:13]

참가 물질

4

반응물 2

HCID 136631-AcetylnaphthaleneHCID 24408Bromine

생성물 1

HCID 38305132-Bromo-1-(1-naphthalenyl)ethanone수율 93.2%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

To a solution of 1-(naphthalen-1-yl)ethanone (500 mg, 2.9 mmol) in dioxane (5 mL) was added to a solution of bromine (510 mg, 3.19 mmol) in dioxane (10 mL), at room temperature, over a period of 30 minutes. The reaction mixture was then stirred at room temperature for 20 minutes and concentrated. The resulting residue was diluted with ether and washed with saturated sodium bicarbonate, water, dried over sodium sulfate and concentrated. Purification by preparative thin layer chromatography (70% DCM/30% hexanes) afforded 2-bromo-1-(naphthalen-1-yl)ethanone (673 mg, 93%).

후처리

  1. concentrationconcentrated
  2. additionThe resulting residue was diluted with ether
  3. washwashed with saturated sodium bicarbonate, water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. customPurification by preparative thin layer chromatography (70% DCM/30% hexanes)

출처 및 근거

ORD 기록
ord-28433479610f4dd89803e5dd0db30856
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372807B2

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