1,2,3,3-Tetramethyl-2,3-dihydro-1H-indole synthesis

5synthesis methods

Product Name:1,2,3,3-Tetramethyl-2,3-dihydro-1H-indole
CAS Number:13034-76-9
Molecular formula:C12H17N
Molecular Weight:175.27

118-12-7 Synthesis

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1,2,3,3-Tetramethyl-2,3-dihydro-1H-indole

13034-76-9
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Yield:13034-76-9 100%

Reaction Conditions:

with [P(H)t-Bu₂][B(C₆F₅)4];1,3-diisopropylimidazol-2-ylidene-9-borabicyclo[3.3.1]nonane;hydrogen in chlorobenzene at 100; under 77525.2 Torr; for 4 h;Glovebox;Time;Temperature;Reagent/catalyst;

Steps:

3

General procedure: [001141 Reaction 2[001151 In a glovebox IiPr2-BBN(3.9 mg, 0.016 mmol, 1 eq), [tBu3PHj[B(C6F5)4j (14.0 mg, 0.0159 mmol, 1 eq) and N-benzylidene-tert-butylamine (255.4 mg, 1.584 mmol, 100 eq.) were weighed into vials. N-benzylidene-tert-butylamine and IiPr2-BBN were transferred to the vial containing [tBu3PHj[B(C6F5)4j using 0.6 mL toluene. The vial was equipped with a stir bar and placed in a Parr pressure reactor. The reactor was sealed, removed from the glovebox and attached to a thoroughly purged hydrogen gas line. The reactor was purged ten times at 50 atm hydrogen and ten times at 102 atm hydrogen. The reactor was sealed under 102 atm hydrogen and placed on a stir plate for 2 hours at room temperature. The reactor was then slowly vented and the sample was concentrated in vacuo. Conversion of N-benzylidene-tert-butylamine to N-benzyl-tert-butylamine was determined by ‘H-NMR in toluene-d8.

References:

WO2013/177708,2013,A1 Location in patent:Paragraph 0020; 0021

118-12-7 Synthesis

118-12-7
193 suppliers
$5.00/5g

13034-76-9
2 suppliers
inquiry