Ammonium Hydroxide → 2-Nitro-4-(4-propylmorpholin-2-yl)phenol

HRID 2252639

반응식

HRID 2252639 반응식
[CH2:1]([N:4]1[CH2:9][CH2:8][O:7][CH:6]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)[CH2:5]1)[CH2:2][CH3:3].[NH4+].[OH-].[N+:19]([O-])([OH:21])=[O:20].O>O>[N+:19]([C:12]1[CH:11]=[C:10]([CH:6]2[O:7][CH2:8][CH2:9][N:4]([CH2:1][CH2:2][CH3:3])[CH2:5]2)[CH:15]=[CH:14][C:13]=1[OH:16])([O-:21])=[O:20]

참가 물질

5

반응물 3

HCID 14923Ammonium HydroxideHCID 22472390Nitric acid monohydrateHCID 444439424-(4-Propylmorpholin-2-yl)phenol

생성물 1

HCID 574406782-Nitro-4-(4-propylmorpholin-2-yl)phenol수율 79%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

The phenol from example 29 (100 mg, 0.45 mmol) was dissolved in nitric acid:water (1:3) (2 ml) and stirred at room temperature for 10 minutes. The reaction mixture was then diluted with water (5 ml) and basified with NH4OH (1 ml), before extracting into ethyl acetate (3×10 ml). The organic extracts were combined and dried over anhydrous magnesium sulphate, filtered and concentrated in vacuo to give the title compound as a yellow solid (95 mg, 0.35 mmol, 79%). 1H NMR (CDCl3, 400 MHz) δ: 0.97 (t, 3H), 1.33 (t, 2H), 1.43-1.79 (bm, 4H), 2.02 (d, 3H), 4.06 (m, 2H), 7.17 (d, 1H), 7.60 (d, 1H), 8.16 (s, 1H), 10.55 (bs, 1H). LRMS: m/z 267 (M−H+).

후처리

  1. extractionbefore extracting into ethyl acetate (3×10 ml)
  2. dry with materialdried over anhydrous magnesium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-674f5d30fb5a4143a2ecb582f71403ee
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07323462B2

연결된 노트

불러오는 중…