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Chemical Structure| 26608-58-2 Chemical Structure| 26608-58-2

Structure of 26608-58-2

Chemical Structure| 26608-58-2

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Product Details of [ 26608-58-2 ]

CAS No. :26608-58-2
Formula : C8H15NO
M.W : 141.21
SMILES Code : OCC12CCN(CC2)CC1
MDL No. :MFCD19686935
InChI Key :PGGCTNQYCZTVNL-UHFFFAOYSA-N
Pubchem ID :141311

Safety of [ 26608-58-2 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H315-H318-H335
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P332+P313-P362-P403+P233-P405-P501
Class:8
UN#:1759
Packing Group:

Application In Synthesis of [ 26608-58-2 ]

* 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 [ 26608-58-2 ]

[ 26608-58-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 40117-63-3 ]
  • [ 26608-58-2 ]
YieldReaction ConditionsOperation in experiment
4.04 g, (91%) With sodium hydroxide; In tetrahydrofuran; water; Step 1. Quinuclidin-4-ylmethanol Quinuclidine-4-carboxylic acid hydrochloride (6.0 g, 0.03 1 mmoles) in tetrahydrofuran (300 ml) was treated with lithium aluminum hydride (5.0 g, 0.137 mmoles) at ambient temperature for 18 hours. Water (20 ml) and 10% aqueous sodium hydroxide (7.5 ml) was added carefully and the mixture filtered, washing with diethyl ether. The combined filtrates were evaporated to dryness to give the title compound as a white solid 4.04 g, (91%): MS (+ve ion electrospray) m/z 142 (MH+, 100%)
With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20℃;Heating / reflux; Example 1(Quinuclidin-4-yl)methanol (Quinuclidin-4-yl)carboxylic acid was prepared from 4-cyanoquinuclidine (Oakwood Products) following the procedure of Grob and Renk, Helv. Chim. Acta, 37, 1681 (1954).To a stirred suspension of <strong>[40117-63-3]quinuclidine-4-carboxylic acid hydrochloride</strong> (100 mg, 0.523 mmol) in 3 mL of anhydrous tetrahydrofuran at 0 C. was added borane methylsulfide complex (42 mg, 0.553 mmol). The mixture was stirred at room temperature for 1 hr and heated to reflux overnight. The reaction was cooled to 0 C. and carefully treated with 1 mL of methanol. The solvent was then removed under reduced pressure to leave the desired alcohol. Yield 36 mg. MS (m/e): 141.
36 mg With dimethylsulfide borane complex; In tetrahydrofuran; at 0℃;Reflux; (Quinuclidin-4-yl)carboxylic acid was prepared from 4-cyanoquinuclidine (Oakwood Products) following the procedure of Grob and Renk, Helv. Chim. Acta, 37, 1681 (1954). To a stirred suspension of <strong>[40117-63-3]quinuclidine-4-carboxylic acid hydrochloride</strong> (100 mg, 0.523 mmol) in 3 mL of anhydrous tetrahydrofuran at 0 C. was added borane methylsulfide complex (42 mg, 0.553 mmol). The mixture was stirred at room temperature for 1 hr and heated to reflux overnight. The reaction was cooled to 0 C. and carefully treated with 1 mL of methanol. The solvent was then removed under reduced pressure to leave the desired alcohol. Yield 36 mg. MS (m/e): 141.
  • 2
  • [ 26458-78-6 ]
  • [ 40117-63-3 ]
  • [ 26608-58-2 ]
YieldReaction ConditionsOperation in experiment
2.24 g (100%) In tetrahydrofuran; Step 1. Quinuclidin-4-ylmethanol Quinuclidine-4-carboxylic acid hydrochloride (3.0 g, 0.016 moles) was treated with lithium aluminium hydride (2.5 g, 0.066 moles) in tetrahydrofuran (150 ml) at ambient temperature for 18 hours. The reaction was worked up as in the method of Example 25 Step 1 to give the title compound 2.24 g (100%). MS (+ve electrospray) m/z 142 (MH+, 100%).
 

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