Epichlorohydrin → 6-(2,3-Epoxy-propoxy)-2-formyl-1,2,3,4-tetrahydroisoquinoline

HRID 597208ノート

反応式

HRID 597208 の反応式
[OH-].[Na+].[CH:3]([N:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([OH:15])[CH:11]=2)[CH2:6]1)=[O:4].[CH2:16]([CH:18]1[O:20][CH2:19]1)Cl>O>[O:20]1[CH2:19][CH:18]1[CH2:16][O:15][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[CH2:6][N:5]([CH:3]=[O:4])[CH2:14][CH2:13]2

参加物

5

反応物 3

HCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 214470386-Hydroxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde

生成物 1

HCID 214470066-(2,3-Epoxy-propoxy)-2-formyl-1,2,3,4-tetrahydroisoquinoline収率 82.8%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 6.8 g of sodium hydroxide in 90 ml of water is added dropwise over 1 hour to a mixture of 26.6 g of 2-formyl-1,2,3,4-tetrahydro-6-hydroxy-isoquinoline and 42.5 g of epichlorohydrin at 60° C. The reaction mixture is held at this temperature for an additional hour, then allowed to cool and extracted several times with methylene chloride. The organic phase, dried over sodium sulfate, is evaporated and the residue is rubbed with diethyl ether. 29.0 g of 6-(2,3-epoxy-propoxy)-2-formyl-1,2,3,4-tetrahydro isoquinoline are obtained. m.p. = 78° - 79° C. (ethyl acetate - diethyl ether).

後処理

  1. waitThe reaction mixture is held at this temperature for an additional hour
  2. temperatureto cool
  3. extractionextracted several times with methylene chloride
  4. dry with materialThe organic phase, dried over sodium sulfate
  5. customis evaporated

出典と根拠

ORDレコード
ord-3c13fef567cf42eabfbe987643084982
出典データセット
uspto-grants-1977_03
特許番号
US04013663

反応ノート

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