Water → 4-Bromo-5-[(3-methoxyphenyl)thio]thiophene-2-carbaldehyde

HRID 2194671

반응식

HRID 2194671 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[O:9])[S:5][C:6]=1Br.C(=O)([O-])[O-].[K+].[K+].[CH3:16][O:17][C:18]1[CH:19]=[C:20]([SH:24])[CH:21]=[CH:22][CH:23]=1.O>CN(C)C=O>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[O:9])[S:5][C:6]=1[S:24][C:20]1[CH:21]=[CH:22][CH:23]=[C:18]([O:17][CH3:16])[CH:19]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 849893-MethoxybenzenethiolHCID 8131644,5-Dibromothiophene-2-carbaldehyde

생성물 1

HCID 866315874-Bromo-5-[(3-methoxyphenyl)thio]thiophene-2-carbaldehyde

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4,5-dibromothiophene-2-carbaldehyde (1.0 g) in N,N-dimethylformamide (10 mL) were added potassium carbonate (665 mg) and 3-methoxybenzenethiol (571 mg) at room temperature. After stirring at room temperature overnight, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=19:1→7:1) to give the title compound as a pale-yellow crude oil (yield 1.30 g).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=19:1→7:1)

출처 및 근거

ORD 기록
ord-42044a88884941bb851bb2346bbbdb37
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08334301B2

연결된 노트

불러오는 중…