Hydrochloric Acid → (3-Methoxy-4-nitrobenzyl)phosphonic acid

HRID 511307노트

반응식

HRID 511307 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:15]=[CH:16][C:17]=1[N+:18]([O-:20])=[O:19])[CH2:6][P:7](=[O:14])([O:11]CC)[O:8]CC.Cl>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:15]=[CH:16][C:17]=1[N+:18]([O-:20])=[O:19])[CH2:6][P:7](=[O:8])([OH:11])[OH:14]

참가 물질

3

반응물 2

HCID 313Hydrochloric AcidHCID 86654016Diethyl (3-methoxy-4-nitrobenzyl)phosphonate2회

생성물 1

HCID 67256089(3-Methoxy-4-nitrobenzyl)phosphonic acid

반응 조건

온도
120 °C

실험 절차

A suspension of diethyl (3-methoxy-4-nitrobenzyl)phosphonate (Compound 114E, 5.04 g, 16.6 mmol) in concentrated HCl (50.0 mL, 1630 mmol) was heated at 120° C. for a total of 16 h. After cooling to ambient temperature, the reaction mixture was concentrated in vacuo. After drying under vacuum for several hours, a solid had precipitated upon standing, giving the title material as a yellow solid, 4.1398 g (96%, 15.913 mmol). 1H NMR (DMSO-d6) δ ppm 7.81 (dd, J=8.3, 0.8 Hz, 1H), 7.23 (t, J=1.9 Hz, 1H), 6.99 (dt, J=8.3, 1.9 Hz, 1H), 5.75 (br s, 3H), 3.89 (s, 5H), 3.10 (d, J=22.0 Hz, 2H). MS (ES+): m/z 248.02 (100) [MH+]. HPLC: tR=1.68 min (ZQ3, polar—5 min).

후처리

  1. temperatureAfter cooling to ambient temperature
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. customAfter drying under vacuum for several hours
  4. customa solid had precipitated

출처 및 근거

ORD 기록
ord-75288a41daa542fd96ea5cb3700ec63c
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096624B2

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