(2-Amino-5-(trifluoromethoxy)phenyl)methanol → 2-Amino-5-(trifluoromethoxy)benzaldehyde

HRID 722342ノート

反応式

HRID 722342 の反応式
[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][C:11]([F:14])([F:13])[F:12])=[CH:6][C:3]=1[CH2:4][OH:5]>C(Cl)(Cl)Cl.[O-2].[Mn+4].[O-2]>[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][C:11]([F:12])([F:13])[F:14])=[CH:6][C:3]=1[CH:4]=[O:5]

参加物

4

反応物 1

HCID 21925552(2-Amino-5-(trifluoromethoxy)phenyl)methanol

生成物 1

HCID 218835962-Amino-5-(trifluoromethoxy)benzaldehyde収率 85.1%

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 6212Chloroform溶媒

実験手順

The 2-amino-5-trifluoromethoxybenzyl alcohol from Step 2 (9.7 g, 47 mmol) and manganese (IV) oxide (21 g, 240 mmol) were refluxed in chloroform (200 mL) for 1 hour. The contents were allowed to cool and filtered. The filtrate was concentrated in vacuo leaving an amber oil (8.2 g) which solidified. The oil was distilled (bulb to bulb apparatus) at 50° C. (0.1 mm) to afford a yellow solid (7.2 g). The solid was recrystallized from hexanes to afford the desired 2-amino-5-(trifluoromethoxy)-benzaldehyde as yellow crystals (4.4 g, 46%): mp. 42–44° C. 1H NMR (CDCl3, 300 MHz) 9.81 (s, 1H), 7.36 (s, 1H), 7.20 (d, 1H, J=9.0 Hz), 6.64 (d, 1H, J=9.0 Hz). EIHRMS m/z 205.0328 (M+, Calc'd 205.0350).

後処理

  1. temperatureto cool
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-85bb0dc6e24343d8832144e1fe98e397
出典データセット
uspto-grants-2006_11
特許番号
US07138411B2

反応ノート

読み込み中…