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Chemical Structure| 49665-74-9 Chemical Structure| 49665-74-9

Structure of 49665-74-9

Chemical Structure| 49665-74-9

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Product Details of [ 49665-74-9 ]

CAS No. :49665-74-9
Formula : C7H14ClN
M.W : 147.65
SMILES Code : CN1C(CCl)CCCC1
MDL No. :MFCD11518885

Safety of [ 49665-74-9 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501
Class:8
UN#:1760
Packing Group:

Application In Synthesis of [ 49665-74-9 ]

* 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 [ 49665-74-9 ]

[ 49665-74-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 20845-34-5 ]
  • [ 49665-74-9 ]
YieldReaction ConditionsOperation in experiment
34% With thionyl chloride; In chloroform; EXAMPLE 4 1-Methyl-2-[(N-phenyl-N-2-indanyl)aminomethyl]piperidine HCI (TAC 29) Treatment of 1-methyl-2-piperidinemethanol (12.9 g, 0.1 mol) with thionyl chloride (7.6 ml) in chloroform (40 ml), as described in example 3, gave 1-methyl-2-(chloromethyl) piperidine (5.0 g, 34percent).
14.1. 4-[(1-Methylazepan-3-yl)oxy]benzaldehyde and4-[(1-methylpiperidin-2-yl)methoxy]benzaldehyde To a solution of 2.59 g (21.2 mmol) 2-chloromethyl-1N-methylpiperidine (obtained by reacting 1N-methylpiperidine-2-ylmethanol with SOCl2, hydrolysis with N NaOH and then extraction with dichloromethane) and 3.13 g (21.2 mmol) of 4-hydroxybenzaldehyde in 42 mL of DMF are added 2.93 g (21.2 mmol) of potassium carbonate. The mixture is stirred at 80° C. for 4 hours and, after cooling, is then poured into water and extracted with ethyl acetate. The organic extract is washed with water and then with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and then evaporated under reduced pressure. 900 mg of the residue obtained are purified on a column of silica gel (solvent: dichloromethane/methanol from 100/0 to 95/5 (v/v)). 360 mg of 4-[(1-methylazepan-3-yl)oxy]benzaldehyde and 192 mg of 4-[(1-methylpiperidin-2-yl)methoxy]benzaldehyde are obtained. These products are oily.4-[(1-Methylazepan-3-yl)oxy]benzaldehyde:1H NMR (DMSO-d6, 400 MHz) delta ppm: 1.48-1.80 (m, 5H); 2.0-2.10 (m, 1H); 2.31 (s, 3H); 2.45-2.55 (m, 1H); 2.55-2.70 (m, 2H); 2.82-2.90 (m, 1H); 4.18-4.23 (m, 1H); 7.14 (d, J=9 Hz, 2H), 7.84 (d, J=9 Hz, 2H), 9.86 (s, 1H, CHO).4-[(1-Methylpiperidin-2-yl)methoxy]benzaldehyde:1H NMR (DMSO-d6, 400 MHz) delta ppm: 1.20-1.60 (m, 4H); 1.68-1.80 (m, 2H); 2.02-2.10 (m, 1H); 2.20-2.27 (m, 1H); 2.24 (s, 3H); 2.74-2.80 (m, 1H); 4.0-4.05 (m, 1H); 4.18-4.22 (m, 1H); 7.13 (d, J=9 Hz, 2H), 7.85 (d, J=9 Hz, 2H), 9.88 (s, 1H, CHO).
  • 2
  • [ 20845-34-5 ]
  • [ 124-63-0 ]
  • [ 907160-87-6 ]
  • [ 49665-74-9 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In dichloromethane; at -10 - 20℃; for 3h; A solution of 0.815 cm3 of methanesulfonyl chloride is added dropwise to a solution of 1.31 cm3 of (1-methylpiperidin-2-yl)methanol and 1.53 cm3 of triethylamine in 26 cm3 of dichloromethane, stirred under a nitrogen atmosphere at -10° C. The reaction medium is allowed to return to a temperature in the region of 20° C. and is stirred for 3 h before concentration to dryness under reduced pressure. The residue obtained is taken up with ethyl acetate. The organic phase is successively washed with a 5percent aqueous sodium bicarbonate solution and then a saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated to dryness under reduced pressure, to give 1.3 g of a 75/25 mixture of 2-chloromethyl-1-methylpiperidin and of methanesulfonic acid (1-methylpiperidin-2-ylmethyl) ester. Mass spectrum (EI): m/z 148+ (M+H)+, m/z 208+ (M+H)+.
 

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