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Chemical Structure| 16331-46-7 Chemical Structure| 16331-46-7

Structure of 16331-46-7

Chemical Structure| 16331-46-7

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Product Details of [ 16331-46-7 ]

CAS No. :16331-46-7
Formula : C9H9ClO2
M.W : 184.62
SMILES Code : O=C(Cl)C1=CC=C(OCC)C=C1
MDL No. :MFCD00000688
InChI Key :XLWQUESMILVIPR-UHFFFAOYSA-N
Pubchem ID :140059

Safety of [ 16331-46-7 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314-H335
Precautionary Statements:P261-P280-P305+P351+P338-P310
Class:8
UN#:3265
Packing Group:

Application In Synthesis of [ 16331-46-7 ]

* 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 [ 16331-46-7 ]

[ 16331-46-7 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 6995-79-5 ]
  • [ 16331-46-7 ]
  • trans-1,4-bis-(4-ethoxybenzoyloxy)-cyclohexane [ No CAS ]
  • 2
  • [ 16331-46-7 ]
  • [ 4191-73-5 ]
  • C19H20O5 [ No CAS ]
  • 3
  • [ 16331-46-7 ]
  • [ 615-67-8 ]
  • C24H21ClO6 [ No CAS ]
  • 4
  • [ 16331-46-7 ]
  • [ 42303-42-4 ]
  • [ 1310816-90-0 ]
YieldReaction ConditionsOperation in experiment
Preparation 1 Ethyl 1-[(4-ethoxybenzoyl)amino]cyclopropanecarboxylate Add oxalyl chloride (189 mL, 2.17 mol) to 4-ethoxybenzoic acid (334.5 g, 1.99 mol) and N,N-dimethylformamide (1 mL) in dichloromethane (3 L). After 1 hr at 25-26 C., concentrate the mixture under reduced pressure until a constant weight is achieved. Stir <strong>[42303-42-4]ethyl <strong>[42303-42-4]1-aminocyclopropanecarboxylate hydrochloride</strong></strong> (300 g, 1.81 mol) and dichloromethane (2.5 L) in an ice water bath. Add triethylamine (631 mL, 4.53 mol) and then add a solution of the acid chloride (ca 380 g) in dichloromethane (500 mL). Stir the reaction mixture for approximately 16 hours at ambient temperature. Dilute the reaction with aqueous 1N hydrochloric acid (1 L). Extract the aqueous layer with dichloromethane (1 L). Wash the organic layer with water (2 L) and brine (2 L). Dry the solution over sodium sulfate, filter, and concentrate under reduced pressure. Slurry the residue in hexanes and filter to give the title compound (478 g, 95%) as an ivory powder: MS (mass spectrometry) (m/z): 278 (M+1).
  • 5
  • [ 16331-46-7 ]
  • [ 192130-34-0 ]
  • [ 1234831-41-4 ]
  • 6
  • [ 16331-46-7 ]
  • [ 13659-23-9 ]
  • [ 74-88-4 ]
  • [ 1006590-10-8 ]
  • 7
  • [ 23676-08-6 ]
  • [ 16331-46-7 ]
  • 8
  • [ 16331-46-7 ]
  • [ 436-77-1 ]
  • 7-O-(4-ethoxybenzoyl)-fangchinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% General procedure: Fangchinoline (100 mg, 0.16 mmol) was dissolved in 8 mL of CH2Cl2. The mixture was cooled to 0 C under N2. Pyridine (25 mg, 0.32 mmol) was added to the mixture. The solution was stirred for 1 h and various types of acyl chlorides (0.24 mmol, in 2 mL of CH2Cl2) were added dropwise over 10 min. The mixture was stirred for 1 h at 0 C and was stirred another hour at room temperature. The mixture was washed with water, dried over anhydrous Na2SO4 and filtered. After being concentrated under vacuum, the residue was purified by flash chromatography on silica gel using CH2Cl2/CH3OH as eluant to afford the desired products 6a-6p.
 

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