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

HRID 511307ノート

反応式

HRID 511307 の反応式
[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]

参加物

3

反応物 2

HCID 313Hydrochloric AcidHCID 86654016Diethyl (3-methoxy-4-nitrobenzyl)phosphonate2 回

生成物 1

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

反応条件

温度
120 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-75288a41daa542fd96ea5cb3700ec63c
出典データセット
uspto-grants-2015_08
特許番号
US09096624B2

反応ノート

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