Dimethyl Sulfoxide → 1-Benzofuran-7-carbaldehyde

HRID 1107542노트

반응식

HRID 1107542 반응식
CS(C)=O.C(Cl)(=O)C(Cl)=O.[O:11]1[C:15]2[C:16]([CH2:20][OH:21])=[CH:17][CH:18]=[CH:19][C:14]=2[CH:13]=[CH:12]1.C(N(CC)CC)C>C(Cl)Cl>[O:11]1[C:15]2[C:16]([CH:20]=[O:21])=[CH:17][CH:18]=[CH:19][C:14]=2[CH:13]=[CH:12]1

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 18787422Benzofuran-7-ylmethanol

생성물 1

HCID 111264061-Benzofuran-7-carbaldehyde

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

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온도
-78 °C

실험 절차

DMSO (2.87 ml, 40 mmol) was added slowly to a -78° C. solution of oxalyl chloride in methylene chloride (20 ml of 2 M, 40 mmol). To this solution was added slowly a solution of benzofuran-7-methanol (4.03 g, 27 mmol) in methylene chloride, and the mixture was stirred 30 min at -78° C. Triethyl amine (30 ml) was added slowly to the reaction mixture, which was then allowed to warm to room temperature. The mixture was diluted with methylene chloride and washed with water and then with brine. The organic layer was concentrated in vacuo to an oil (3.16 g, 80%).

후처리

  1. temperatureto warm to room temperature
  2. washwashed with water
  3. concentrationThe organic layer was concentrated in vacuo to an oil (3.16 g, 80%)

출처 및 근거

ORD 기록
ord-ed2c828510ca48738be8970ae1b0a23c
출처 데이터셋
uspto-grants-2000_05
특허 번호
US06060506

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