[ CAS No. 282540-12-9 ]

{[proInfo.proName]}

Quality Control

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc.

SDS

Product Details

CAS No. :282540-12-9MDL No. :MFCD31715118
Formula :C11H18O4SInChI Key :-
M.W :246.32Pubchem ID :-
Boiling Point :-
Synonyms :

Computed Properties

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : 0.00 Rotatable Bond Count : -

Safety

Signal Word:WarningClassN/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis

  • Upstream synthesis route

[ 282540-12-9 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 872-31-1 ]
  • [ 112-35-6 ]
  • [ 282540-12-9 ]
YieldReaction ConditionsOperation in experiment
68%
Stage #1: With pyridine; copper(l) iodide; potassium tert-butylate In toluene at 20℃; for 0.50 h;
Stage #2: at 110℃; for 24.00 h;
(1) Synthesis of 3- (2- (2- (2-methoxyethoxy) ethoxy) ethoxy) thiophene (compound 9) :[0236]A dry 250 mL two-neck round bottom flask with condenser and magnetic stir bar was charged with potassium tertbutylate (10.5 g, 94 mmol) and cuprous iodide (2.34 g, 12 mmol) . Next, 10 mL pyridine and 100 mL toluene mixture solution was added and stirred until dissolved, and 15 mL triethylene glycol monomethyl ether was added. The reaction mixture was then allowed to stir at room temperature for 30 min. 3-bromothiophene (5.8 mL, 62 mmol) was then added in one portion and the reaction mixture was heated to 110 for 24 h. After cooling to room temperature, the reaction mixture was centrifuged and concentrated under vacuum. 50 mL dichloromethane was added and washed with 5 M HCl (aq) . The aqueous layers were extracted with DCM, and the combined organic portions were dried with MgSO4and concentrated under reduced pressure. The crude material was purified via column chromatography, eluting with 1: 1 ethyl ether in hexanes (v/v) . The desired product was isolated as a yellow tinted oil (10.35 g, 68yield) .[0237]1H-NMR (400 MHz, CDCl3) δ 7.18 (dd, J 5.3, 3.1 Hz, 1H) , 6.79 (dd, J 5.3, 1.5 Hz, 1H) , 6.28 (dd, J 3.1, 1.5 Hz, 1H) , 4.17 –4.10 (m, 2H) , 3.89 –3.83 (m, 2H) , 3.77 –3.72 (m, 2H) , 3.72 –3.64 (m, 4H) , 3.57 (dd, J 5.7, 3.6 Hz, 2H) , 3.40 (s, 3H) .
Reference: [1] Patent: WO2017/190345, 2017, A1. Location in patent: Page/Page column 33-34
[2] Journal of the American Chemical Society, 2016, vol. 138, # 32, p. 10252 - 10259
[3] Polymer, 2011, vol. 52, # 17, p. 3704 - 3709
Related Products
Historical Records