Water → 5,6,7,8-Tetrahydro-7-(methylamino)quinoline

HRID 1461292ノート

反応式

HRID 1461292 の反応式
[Cl-].[CH3:2][NH3+:3].[N:4]1[C:13]2[CH:12]=[CH:11][CH2:10][CH2:9][C:8]=2[CH:7]=[CH:6][CH:5]=1.O.[OH-].[Na+]>CO.[Cl-].[Na+].O.C(OCC)(=O)C.C(OCC)(=O)C.C1(C)C=CC=CC=1>[CH3:2][NH:3][CH:11]1[CH2:12][C:13]2[N:4]=[CH:5][CH:6]=[CH:7][C:8]=2[CH2:9][CH2:10]1

参加物

9

反応物 4

HCID 962WaterHCID 11637Methanamine, hydrochloride (1:1)HCID 14798Sodium HydroxideHCID 123183175,6-Dihydroquinoline

生成物 1

HCID 148359215,6,7,8-Tetrahydro-7-(methylamino)quinoline収率 83.2%

試薬・触媒・溶媒 4

HCID 887Methanol溶媒2 回HCID 8857Ethyl Acetate溶媒HCID 21584019Toluene ethylacetate溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

A solution of methylammonium chloride (1.35 g, 20 mmol) in methanol (2 ml) was added to 5,6-dihydroquinoline (1.31 g, 10 mmol) in methanol (2 ml) and the solution was heated under reflux for 21h, poured onto a mixture of water (25 ml) and brine (25 ml), and basified with 10N-NaOH (25 ml). The mixture was extracted with chloroform (3×25 ml), and the extracts were dried (Na2SO4) and concentrated in vacuo to give an orange oil. Chromatography [alumina; ethyl acetate-toluene (1:4)→ethyl acetate] gave the product (1.35 g) as an oil which was identical to the compound isolated in Example 2.

後処理

  1. temperaturethe solution was heated
  2. extractionThe mixture was extracted with chloroform (3×25 ml)
  3. dry with materialthe extracts were dried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customto give an orange oil

出典と根拠

ORDレコード
ord-8fed0ceb97524b93b7d35b54634c528a
出典データセット
uspto-grants-1991_12
特許番号
US05075303

反応ノート

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