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Potassium Hydroxide → 6-Methoxy-1-methyl-3,4-dihydroisoquinoline

HRID 275895
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인쇄 미리보기

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HRID 275895 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][NH:11][C:12](=O)[CH3:13])[CH:6]=[CH:7][CH:8]=1.[OH-].[K+]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:6](=[CH:7][CH:8]=1)[C:12]([CH3:13])=[N:11][CH2:10][CH2:9]2
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참가 물질

3

반응물 2

HCID 14797Potassium HydroxideHCID 10330235N-[2-(3-methoxyphenyl)ethyl]acetamide

생성물 1

HCID 138591866-Methoxy-1-methyl-3,4-dihydroisoquinoline수율 93.4%

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온도
110 °C

실험 절차

A mixture soultion of polyphosphoric acid (61.4 ml, 0.66 mol) and phosphorouspentoxide(28.0 g, 0.2 mol) was heated to 90° C. N-(3-methoxyphenylethyl) acetamide (63.6 g, 0.33 mol) was added to the mixture solution and then stirred for 2 hours at 110° C. The reaction mixture was poured into ice water, adjusted to alkali with potassium hydroxide, and then extracted with ethyl ether. The extract was dried over anhydrous magnesium sulfate and concentrated under a reduces pressure. The resulting residue was purified by a silica gel column chromatography, using a solution of methanol and dichloromethane (1:20) as a eluent, to give 54.0 g of the titled compound.

후처리

  1. extractionextracted with ethyl ether
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under a reduces pressure
  4. customThe resulting residue was purified by a silica gel column chromatography

출처 및 근거

ORD 기록
ord-02fafa00edc44bb78611cf51bfbf954a
출처 데이터셋
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06352993B1

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