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Dimethylformamide → 1-(2-Naphthyloxy)-8-chlorooctane

HRID 2118660
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인쇄 미리보기

반응식

HRID 2118660 반응식
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[OH:11].[Cl:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]OS(C1C=CC(C)=CC=1)(=O)=O.C(=O)([O-])[O-].[K+].[K+].CN(C=O)C>CCOCC.O>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][Cl:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 86632-NaphtholHCID 11430Potassium CarbonateHCID 139572728-Chlorooctyl 4-methylbenzene-1-sulfonate

생성물 1

HCID 135205391-(2-Naphthyloxy)-8-chlorooctane

시약·촉매·용매 2

HCID 962Water용매
HCID 3283
Diethyl Ether
용매

실험 절차

A mixture of 17.5 g 2-naphthol, 32.0 g of 1-chloro-8-(p-toluenesulphonyloxy)octane, 32.0 g of anhydrous potassium carbonate and 200 ml of DMF was stirred at 60° for 4 hours. Water and ether were then added, the ethereal solution was separated, and washed with water and dilute aqueous potassium hydroxide, then dried and evaporated. The residue was chromatographed on silica gel, eluting with 3:2 hexane: dichloromethane, to afford the title compound as a solid, mp 35°.

후처리

  1. customthe ethereal solution was separated
  2. washwashed with water and dilute aqueous potassium hydroxide
  3. customdried
  4. customevaporated
  5. customThe residue was chromatographed on silica gel
  6. washeluting with 3:2 hexane

출처 및 근거

ORD 기록
ord-32f52dab365044f99921d7d1dfd0cd84
출처 데이터셋
uspto-grants-1987_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04680300

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