Water → 4-Bromo-1-naphthaldehyde

HRID 388367

반응식

HRID 388367 반응식
[C:1](=[O:4])(O)[O-].[Na+].[Br:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10](CBr)=[CH:9][CH:8]=1.O>CS(C)=O>[Br:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH:1]=[O:4])=[CH:9][CH:8]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 127491471-Bromo-4-(bromomethyl)naphthalene

생성물 1

HCID 46404134-Bromo-1-naphthaldehyde

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
95 °C

실험 절차

Sodium bicarbonate (1.4 g) is added to a solution of crude 1-bromo-4-bromomethyl-naphthalene (2.5 g) in DMSO (25 ml). The reaction is stirred for 3 h at 95° C. and cooled down to room temperature. Water is added and the mixture is extracted with ethyl acetate. The organic phase is dried over MgSO4 and concentrated in vacuo. The crude product is purified on a semi-preparative HPLC to yield 4-bromo-naphthalene-1-carbaldehyde as colorless crystals.

후처리

  1. temperaturecooled down to room temperature
  2. extractionthe mixture is extracted with ethyl acetate
  3. dry with materialThe organic phase is dried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe crude product is purified on a semi-preparative HPLC

출처 및 근거

ORD 기록
ord-554be38d43774d25bd92901008251605
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08377942B2

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