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Chemical Structure| 88014-15-7 Chemical Structure| 88014-15-7

Structure of 88014-15-7

Chemical Structure| 88014-15-7

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Product Details of [ 88014-15-7 ]

CAS No. :88014-15-7
Formula : C11H15NO
M.W : 177.24
SMILES Code : OCCN1CC2=C(C=CC=C2)CC1
English Name :2-(3,4-Dihydroisoquinolin-2(1H)-yl)ethanol
MDL No. :MFCD08059809

Safety of [ 88014-15-7 ]

Application In Synthesis of [ 88014-15-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 88014-15-7 ]

[ 88014-15-7 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 75-21-8 ]
  • [ 91-21-4 ]
  • [ 88014-15-7 ]
YieldReaction ConditionsOperation in experiment
With chloroform at 40 - 60℃; im Rohr;
  • 4
  • [ 88014-09-9 ]
  • [ 88014-15-7 ]
YieldReaction ConditionsOperation in experiment
68% With lithium aluminium tetrahydride In diethyl ether for 3h; Reflux;
54.5% With lithium aluminium tetrahydride In diethyl ether for 3h; Heating;
With sodium hydroxide; LiAlH4 In tetrahydrofuran; dichloromethane; water 2-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinoline 2-(2-hydroxyethyl)-1,2,3,4-tetrahydroisoquinoline 1.9 g (50.0 mmol) of LiAlH4 were suspended, under nitrogen atmosphere, in 100 ml of dry THF; the reaction mixture was cooled at 0° C. and 5.0 g (22.8 mmol) of 2-ethoxycarbonylmethyl-1,2,3,4-tetrahydroisoquinoline (compound of Description 14), dissolved in 100 ml of dry THF, were added dropwise. The reaction was stirred at room temperature for 2 hours, ice-cooled and quenched with 2.5 ml of H2O, 7.5 ml of 15% NaOH, 2.5 ml of H2O, stirred for 30 minutes and filtered. The filtrate was evaporated in vacuo to dryness, dissolved in CH2Cl2 and washed with sat. sol. NaCl. The organic layer was dried over Na2SO4 and evaporated in vacuo to dryness to yield 3.9 g of the title compound which was used without further purification.
  • 5
  • [ 88014-15-7 ]
  • [ 114985-73-8 ]
YieldReaction ConditionsOperation in experiment
74% With edetate disodium; mercury(II) oxide In ethanol; water Heating;
38% With tetraethylammonium tosylate; phosphonic acid diethyl ester In dichloromethane at 20℃; for 6h; Electrolysis; Green chemistry; 2-Phenyl-3,4-dihydroisoquinolin-1(2H)-one (4a); Typical Procedure General procedure: A 10 mL distillation flask equipped with a magnetic stirring bar was charged with diethyl phosphite (42 mg, 0.3 mmol), wet CH2Cl2 (5.0 mL), 2-phenyl-1,2,3,4-tetrahydroisoquinoline 1a (52 mg, 0.25 mmol), and Et4NOTs (151 mg, 0.5 mmol). The resulting suspension was stirred until complete dissolution was achieved. The flask equipped with graphite rod anode (d = 5 mm) and Pt plate cathode (0.5×0.5 cm). The reaction mixture was stirred and electrolyzed at a constant current of 5 mA at rt for 9 h. The reaction mixture was diluted with CH2Cl2 (15 mL), washed successively with water (10 mL) and brine (10 mL), dried with Na2SO4, and concentrated in vacuo. Purification by flash column chromatography (silica gel, petroleum ether-ethyl acetate 20:1) afforded the desired product 4a 48 mg (86%) as a white solid;
  • 6
  • [ 94783-05-8 ]
  • [ 88014-15-7 ]
YieldReaction ConditionsOperation in experiment
With sodium tetrahydroborate In methanol for 1h; Yield given;
  • 7
  • [ 624-76-0 ]
  • [ 91-21-4 ]
  • [ 88014-15-7 ]
YieldReaction ConditionsOperation in experiment
37% With triethylamine
  • 8
  • [ 88014-15-7 ]
  • [ 994-30-9 ]
  • [ 1027150-13-5 ]
YieldReaction ConditionsOperation in experiment
60% With triethylamine In diethyl ether
 

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