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

HRID 597208노트

반응식

HRID 597208 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-3c13fef567cf42eabfbe987643084982
출처 데이터셋
uspto-grants-1977_03
특허 번호
US04013663

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