Water → 1-(3,5-Bis(phenylmethoxy)phenyl)-2-bromoethan-1-one

HRID 2368953노트

반응식

HRID 2368953 반응식
[Br:1]Br.[CH2:3]([O:10][C:11]1[CH:12]=[C:13]([C:25](=[O:27])[CH3:26])[CH:14]=[C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:16]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.O>C(Cl)(Cl)Cl>[CH2:18]([O:17][C:15]1[CH:14]=[C:13]([C:25](=[O:27])[CH2:26][Br:1])[CH:12]=[C:11]([O:10][CH2:3][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:16]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 24408BromineHCID 120098Ethanone, 1-(3,5-bis(phenylmethoxy)phenyl)-

생성물 1

HCID 1200971-(3,5-Bis(phenylmethoxy)phenyl)-2-bromoethan-1-one수율 22.2%

시약·촉매·용매 1

HCID 6212Chloroform용매3회

실험 절차

A solution of 2.4 mL (46 mmol) of Br2 in 45 mL of CHCl3 was added dropwise over 1 h to a chilled, stirring solution of 9.66 g (29 mmol) of 3′,5′-dibenzyloxyacetophenone (45) in 40 mL of CHCl3. The resulting solution was allowed to warm to room temperature over 1 hour with good stirring, then poured into 100 mL of cold H2O and transferred to a separatory funnel where the CHCl3 fraction was isolated, washed with brine solution, dried (Na2SO4), filtered, and concentrated to 10.8 g. This material was applied to 500 g of silica gel, eluting with CHCl3 to obtain 2.65 g (22%) of compound 46 as a white solid. 1H NMR (CDCl3) δ 4.39 (s, 2H), 5.08 (s, 4H), 6.85 (t, 1H, J=2.1 Hz), 7.20 (d, 2H, J=2.4 Hz), 7.31-7.44 (m, 10H).

후처리

  1. customtransferred to a separatory funnel
  2. washwashed with brine solution
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated to 10.8 g
  6. washeluting with CHCl3

출처 및 근거

ORD 기록
ord-0ad797ea322145bcbbec59e8c901556f
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08703826B2

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