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

HRID 722342노트

반응식

HRID 722342 반응식
[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]

참가 물질

4

반응물 1

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

생성물 1

HCID 218835962-Amino-5-(trifluoromethoxy)benzaldehyde수율 85.1%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 6212Chloroform용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-85bb0dc6e24343d8832144e1fe98e397
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07138411B2

반응 노트

불러오는 중…