Water → Diethyl[2-(4-nitrophenoxy)ethyl]amine

HRID 639374ノート

反応式

HRID 639374 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[CH2:11]([N:13]([CH2:17][CH3:18])[CH2:14][CH2:15][OH:16])[CH3:12].[H-].[Na+].O>CN(C=O)C>[CH2:11]([N:13]([CH2:17][CH3:18])[CH2:14][CH2:15][O:16][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1)[CH3:12]

参加物

6

反応物 4

HCID 962WaterHCID 74741-Chloro-4-nitrobenzeneHCID 7497DiethylethanolamineHCID 24758Sodium hydride

生成物 1

HCID 88294Diethyl[2-(4-nitrophenoxy)ethyl]amine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To the solution of 8.0 g (51 mMol) of 1-chloro-4-nitrobenzene and 6.0 g (6.8 mL; 51 mMol) of 2-diethylamino-ethanol in 50 mL of DMF at 0° C. is added 2.7 g of NaH portionwise over 2 h. After stirring another hour at rt, the reaction mixture is poured onto 300 mL of water and stirred. After filtering off some crystalline product, the aqeous layers are extracted with ethyl acetate. The combined organic layers are dried and evaporated to obtain diethyl-[2-(4-nitro-phenoxy)-ethyl]-amine. Title compound: ES-MS: 239 [M+H]+; single peak at tR=5.1 min (System 2).

後処理

  1. stirringstirred
  2. filtrationAfter filtering off some crystalline product
  3. extractionthe aqeous layers are extracted with ethyl acetate
  4. customThe combined organic layers are dried
  5. customevaporated

出典と根拠

ORDレコード
ord-aaa24246a16946cd9d2ca032d71d0226
出典データセット
uspto-grants-2010_04
特許番号
US07691855B2

反応ノート

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