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Benzocaine → Ethyl 4-{[2-(naphthalen-1-yl)ethyl]amino}benzoate

HRID 2052518
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인쇄 미리보기

반응식

HRID 2052518 반응식
[C:1]1([CH2:11][CH2:12]Br)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[NH2:14][C:15]1[CH:25]=[CH:24][C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:17][CH:16]=1>CN(C)P(N(C)C)(N(C)C)=O>[C:1]1([CH2:11][CH2:12][NH:14][C:15]2[CH:16]=[CH:17][C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:24][CH:25]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 2337BenzocaineHCID 1395411-(2-Bromoethyl)naphthalene

생성물 1

HCID 44278897Ethyl 4-{[2-(naphthalen-1-yl)ethyl]amino}benzoate

시약·촉매·용매 1

HCID 12679Hexamethylphosphoramide용매

반응 조건

온도
110 °C

실험 절차

A solution of 4.7 g. of 2-(α-naphthyl)ethyl bromide and 6.6 g. of ethyl p-aminobenzoate in 50 ml. of hexamethylphosphoramide is stirred and heated at 110° C. for 16 hours. The mixture is cooled, diluted with 50 ml. of water and filtered to give a crude product, which is recrystallized from ethanol. Recrystallization gives ethyl 4-[2-(α-naphthyl)ethylamino]benzoate as white crystals, m.p. 104°-106° C.

후처리

  1. temperatureThe mixture is cooled
  2. additiondiluted with 50 ml
  3. filtrationof water and filtered
  4. customto give a crude product, which
  5. customis recrystallized from ethanol
  6. customRecrystallization

출처 및 근거

ORD 기록
ord-68212cdbbb6a4f9490e0ed3233742b24
출처 데이터셋
uspto-grants-1980_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04185115

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