ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Sodium Carbonate → (4-Amino-2-chloro-5-methoxy-benzyl)-phosphonic acid diethylester

HRID 2279872
ノート
印刷プレビュー

反応式

HRID 2279872 の反応式
[CH2:1]([O:3][P:4]([CH2:9][C:10]1[CH:15]=[C:14]([O:16][CH3:17])[C:13]([N+:18]([O-])=O)=[CH:12][C:11]=1[Cl:21])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].C([O-])([O-])=O.[Na+].[Na+]>Cl.C(O)C.C(OCC)(=O)C.[Fe]>[CH2:1]([O:3][P:4]([CH2:9][C:10]1[CH:15]=[C:14]([O:16][CH3:17])[C:13]([NH2:18])=[CH:12][C:11]=1[Cl:21])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 2

HCID 10340Sodium CarbonateHCID 86697809(2-Chloro-5-methoxy-4 nitrobenzyl)-phosphonic acid diethylester2 回

生成物 1

HCID 86697808(4-Amino-2-chloro-5-methoxy-benzyl)-phosphonic acid diethylester収率 85.2%

試薬・触媒・溶媒 4

HCID 23925Iron触媒HCID 313Hydrochloric Acid溶媒
HCID 702
Ethanol
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

A suspension of (2-chloro-5-methoxy-4 nitrobenzyl)-phosphonic acid diethylester (Compound 56F, 10.3 g, 30.5 mmol), iron powder (16.8 g, 305 mmol) in 2M aqueous hydrochloric acid (25 mL) and ethanol (150 mL) was heated to reflux for 1 hr. The reaction mixture was cooled to RT and solid Na2CO3 (6 g) was added until the pH was 9. The reaction mixture was filtered through celite, the filter cake was washed with dichloromethane and the filtrate was concentrated to give a residue which was dissolved in ethyl acetate, washed with water, dried over sodium sulfate, filtered and concentrated to give the required material as gum (8 g, 85%). 1H NMR (400 MHz, CDCl3) δ: 6.88 (s, 1H), 6.71 (s, 1H), 4.3 (brs, 2H), 4.05-4.13 (m, 4H), 3.85 (s, 3H), 3.26 (d, J=20.50 Hz, 2H), 1.28 (t, J=7.05 Hz, 6H).

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 1 hr
  3. filtrationThe reaction mixture was filtered through celite
  4. washthe filter cake was washed with dichloromethane
  5. concentrationthe filtrate was concentrated
  6. customto give a residue which
  7. washwashed with water
  8. dry with materialdried over sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated

出典と根拠

ORDレコード
ord-8092cb5c0f8e419b87e69570a1743e4c
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09133224B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート