Sodium Bicarbonate → HCID 13354808, 화합물

HRID 1827284노트

반응식

HRID 1827284 반응식
Br[C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH:7]=[O:8].[S:9]1[CH:13]=[CH:12][CH:11]=[C:10]1B(O)O.C(=O)(O)[O-].[Na+]>COCCOC.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[S:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH:7]=[O:8]

참가 물질

6

반응물 3

HCID 516892Sodium BicarbonateHCID 27339602-Thiopheneboronic acidHCID 27970793-Bromothiophene-2-carboxaldehyde

생성물 1

HCID 13354808HCID 13354808, 화합물

시약·촉매·용매 2

HCID 11979704Tetrakis(triphenylphosphine)palladium촉매HCID 80711,2-Dimethoxyethane용매

실험 절차

To a stirring solution of 3-bromo-thiophene-2-carbaldehyde (0.120 g, 0.6 mmol) and 2-thiopheneboronic acid (0.134 g, 0.75 mmol) in 1,2-dimethoxyethane (4.0 ml) under argon was added sodium bicarbonate solution (1.0 M, 3.0 ml). Tetrakis(triphenylphosphine) palladium (0) (0.022 g, 0.02 mmol) was then added to the reaction mixture. The solution was heated under reflux for 24 hrs, then was extracted with ethyl acetate three times. The combined organic layers were dried over MgSO4. The solvent was evaporated to yield [2,3′]bithiophenyl-2′-carbaldehyde as a colorless oil which was used directly in next step, without further purification.

후처리

  1. temperatureThe solution was heated
  2. temperatureunder reflux for 24 hrs
  3. extractionwas extracted with ethyl acetate three times
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-3b8bd31c3a8b4239b064f15d818822bd
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07053101B2

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