Ammonia → Cyclohepta[b]pyrrole-5-carbaldehyde

HRID 4590ノート

反応式

HRID 4590 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 23049656Cyclohepta[b]pyrrole-5-carbaldehyde

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

出典と根拠

ORDレコード
ord-efc6ced26c664eaca2e01d57ea29f564
出典データセット
uspto-grants-1988_02
特許番号
US04727060

反応ノート

読み込み中…