Ethylamine → N-ethyl-3-hydroxy-4-nitrobenzamide

HRID 1717327노트

반응식

HRID 1717327 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[N+:11]([O-:13])=[O:12])[C:5]([OH:7])=O.[CH2:14]([NH2:16])[CH3:15].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C>CN(C=O)C.C1COCC1.C(N(CC)CC)C>[CH2:14]([NH:16][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([N+:11]([O-:13])=[O:12])=[C:2]([OH:1])[CH:3]=1)[CH3:15]

참가 물질

8

반응물 4

HCID 6341EthylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 692653-Hydroxy-4-nitrobenzoic acidHCID 757711-Hydroxybenzotriazole

생성물 1

HCID 21029708N-ethyl-3-hydroxy-4-nitrobenzamide수율 100%

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매HCID 8471Triethylamine용매

실험 절차

To a solution of 3-hydroxy-4-nitrobenzoic acid (9.16 g) in DMF (100 ml) were successively added 2M ethylamine in THF solution (30 ml), triethylamine (8.3 ml), HOBt (9.19 g) and WSC (11.5 g), and the reaction mixture was stirred at room temperature overnight. The solvent was evaporated under reduced pressure, ethyl acetate and 1N hydrochloric acid were added to the residue and the insoluble material was filtered off. The filtrate was extracted with ethyl acetate, the organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound as a yellow solid (10.6 g, 100%).

후처리

  1. customThe solvent was evaporated under reduced pressure, ethyl acetate and 1N hydrochloric acid
  2. additionwere added to the residue
  3. filtrationthe insoluble material was filtered off
  4. extractionThe filtrate was extracted with ethyl acetate
  5. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  6. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-28bdd81ea07c495c9cc1d93ee0cd723f
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07803822B2

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