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

HRID 639374노트

반응식

HRID 639374 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-aaa24246a16946cd9d2ca032d71d0226
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691855B2

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