Triethyl phosphite → 2-chloro-9H-carbazole

反応式

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N+:14]([O-])=O)=[CH:4][CH:3]=1.P(OCC)(OCC)OCC>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]2[C:8]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[NH:14][C:4]=2[CH:3]=1

参加物

反応物 2

HCID 31215Triethyl phosphite

HCID 2355494'-Chloro-2-nitro-1,1'-biphenyl

生成物 1

HCID 27523882-chloro-9H-carbazole収率 69.2%

反応条件

温度: 150 °C

実験手順

A mixture of 4′-Chloro-2-nitrobiphenyl (640 mg) and triethyl phosphite (1.9 ml) was heated at 150° C. for 3 hrs. The mixture was then allowed to cool and purified by flash chromatography (5–10% ethyl acetate/hexane) to afford the sub-title compound as a white solid (382 mg): 1H NMR (400 MHz, d6-DMSO) δ 7.12–7.23 (2H, m), 2.40 (1H, m), 7.46–7.54 (2H, m), 8.12 (2H, d).

後処理

temperatureto cool
custompurified by flash chromatography (5–10% ethyl acetate/hexane)

出典と根拠

ORDレコード: ord-f9a24497068a44d3b7a4d3c13a5cca3f
出典データセット: uspto-grants-2006_07
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07074782B2

反応ノート

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