Triphenylphosphine → 9H-carbazole-4-carbaldehyde

HRID 659655ノート

反応式

HRID 659655 の反応式
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]([CH:16]=[O:17])[C:9]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([O-])=O.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>ClC1C=CC=CC=1Cl>[CH:5]1[C:4]2[NH:1][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]=2[C:8]([CH:16]=[O:17])=[CH:7][CH:6]=1

参加物

4

反応物 2

HCID 11776TriphenylphosphineHCID 541378936-Nitrobiphenyl-2-carbaldehyde

生成物 1

HCID 200308319H-carbazole-4-carbaldehyde収率 56.3%

試薬・触媒・溶媒 1

HCID 72391,2-Dichlorobenzene溶媒

実験手順

A 100-mL round-bottom flask was placed a solution of 6-nitrobiphenyl-2-carbaldehyde (6.2 g, 27.31 mmol, 1.00 equiv) in 1,2-dichlorobenzene (60 mL). To the mixture was added PPh3 (17.9 g, 68.32 mmol, 2.50 equiv) and the mixture was heated to reflux for 30 hours. Upon completion, the resulting mixture was concentrated on a rotary evaporator to give a residue that was purified by silica gel column chromatography affording 9H-carbazole-4-carbaldehyde as yellow solid (3 g, 56%).

後処理

  1. customA 100-mL round-bottom flask was placed
  2. temperaturethe mixture was heated
  3. temperatureto reflux for 30 hours
  4. concentrationUpon completion, the resulting mixture was concentrated on a rotary evaporator
  5. customto give a residue that
  6. customwas purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-d633bdda07084425ae5b2cbab783e3e4
出典データセット
uspto-grants-2011_12
特許番号
US08080566B1

反応ノート

読み込み中…