Ammonia → Cyclohepta[b]pyrrole-5-carbaldehyde

HRID 2106962노트

반응식

HRID 2106962 반응식
[N:1]1[CH:5]=[CH:4][C:3]2=[CH:6][CH:7]=[CH:8][CH:9]=[CH:10][C:2]=12.C(Cl)(=O)[C:12](Cl)=[O:13].C([O-])(=O)C.[Na+].N>CN(C=O)C>[N:1]1[CH:5]=[CH:4][C:3]2=[CH:6][C:7]([CH:12]=[O:13])=[CH:8][CH:9]=[CH:10][C:2]=12

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 65578Oxalyl chlorideHCID 517045Sodium AcetateHCID 13805010Cyclohepta[b]pyrrole

생성물 1

HCID 23049656Cyclohepta[b]pyrrole-5-carbaldehyde

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Cyclohepta[b]pyrrole-5-carboxylic acid nitrile: 800 mg of cyclohepta[b]pyrrole (manufactured according to Helv. Chim. Acta 67, 1647 (1984)) are added in portions, at 0°, to a solution of 1.1 ml of oxalyl chloride in 40 ml of DMF. The whole is subsequently stirred for 30 minutes at room temperature, then 60 ml of saturated sodium acetate solution are added and the pH is adjusted to 9 with concentrated ammonia. The cyclohepta[b]pyrrole-5-carbaldehyde formed is extracted with methylene chloride and purified by flash chromatography with solvent system N6. Rf (N6)=0.46.

출처 및 근거

ORD 기록
ord-8065eec39272499ebfc73d9d5cf21c40
출처 데이터셋
uspto-grants-1990_06
특허 번호
US04931591

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