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Chemical Structure| 40987-25-5 Chemical Structure| 40987-25-5

Structure of 40987-25-5

Chemical Structure| 40987-25-5

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Product Details of [ 40987-25-5 ]

CAS No. :40987-25-5
Formula : C12H16ClNO
M.W : 225.71
SMILES Code : ClCC1CN(CC2=CC=CC=C2)CCO1
MDL No. :MFCD02681886
InChI Key :GVWRZZNYCOTWNN-UHFFFAOYSA-N
Pubchem ID :2801562

Safety of [ 40987-25-5 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8
UN#:1759
Packing Group:

Application In Synthesis of [ 40987-25-5 ]

* 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.

  • Upstream synthesis route of [ 40987-25-5 ]
  • Downstream synthetic route of [ 40987-25-5 ]

[ 40987-25-5 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 40987-25-5 ]
  • [ 40987-24-4 ]
YieldReaction ConditionsOperation in experiment
72%
Stage #1: at 215℃; for 3 h; Inert atmosphere
Stage #2: at 50℃; for 2 h; Reflux
Step 3b: Synthesis of (4-benzylmorpholin-2-yl)methanol 20.3 g of 4-benzyl-2-chloromethylmorpholine, previously obtained, 3.5 ml of water and then 45 ml of formamide (75-12-7) are placed in a 250 ml round-bottomed flask with a condenser and a thermometer and under argon. The reaction medium is heated at 215° C. at the reflux of formamide for 3 h and then cooled to 50° C. with a bath of ice-cold water. A further 3.5 ml of water are added and the refluxing is resumed for a further 2 h. After returning to ambient temperature (20° C.), the medium is poured into ice-cold water (150 ml), the resulting mixture is basified with 10M sodium hydroxide (50 ml) at pH=12, extraction is carried out twice with toluene, and the organic phases are combined and washed with a saturated NaCl solution (50 ml), dried over magnesium sulfate and brought to dryness under a vacuum of 3 mbar for 1 h. (4-Benzylmorpholin-2-yl)methanol (13.4 g) is isolated in the form of an amber oil (yield=72percent).
References: [1] Journal of Medicinal Chemistry, 2017, vol. 60, # 6, p. 2227 - 2244.
[2] Patent: US2013/274253, 2013, A1, . Location in patent: Paragraph 1825-1826.
[3] Synthetic Communications, 1980, vol. 10, # 1, p. 59 - 74.
  • 2
  • [ 40987-25-5 ]
  • [ 103003-01-6 ]
References: [1] Journal of Medicinal Chemistry, 2017, vol. 60, # 6, p. 2227 - 2244.
 

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