2-CHLORO-1-(2,3-DIHYDRO-INDOL-1-YL)-ETHANONE synthesis
- Product Name:2-CHLORO-1-(2,3-DIHYDRO-INDOL-1-YL)-ETHANONE
- CAS Number:17133-48-1
- Molecular formula:C10H10ClNO
- Molecular Weight:195.65
496-15-1
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$8.00/10g
79-04-9
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$12.00/5g
17133-48-1
51 suppliers
$28.60/25MG
Yield:17133-48-1 100%
Reaction Conditions:
with triethylamine in dichloromethane at 20; for 3 h;
Steps:
6 2-Chloro-1-(indolin-1-yl)ethanone (Compound 47)
Chloroacetyl chloride (0.37 ml, 4.6 mmol) was added to a solution of indoline (0.47 ml, 4.19 mmol) and triethylamine (TEA; 0.70 ml, 5.03 mmol) in dichloromethane (DCM; 15 ml). The mixture was stirred for 3 hrs at room temperature (RT) and then quenched with water (5 ml). The phases were separated and the aqueous layer was extracted with DCM (3×5 ml). The combined organic layers were dried over MgSO4 and concentrated to a dark brown residue, 1 g (quantitative), which was used for the next step without further purification. [0185] 1H-NMR (500 MHz, CDCl3) δ: 3.27 (t, 2H, J=8.3 Hz, CH2), 4.17-4.21 (m, 4H, CH2Cl+CH2N), 7.09 (dt, 1H, J=7.5, 1.0 Hz, ArH), 7.22-7.27 (m, 2H, ArH), 8.24 (d, 1H, J=8.1 Hz, ArH). [0186] 13C-NMR (125 MHz, CDCl3) δ: 28.2, 43.1, 47.9, 117.4, 124.5, 124.6, 127.7, 131.1, 142.5, 163.9. [0187] LCMS: m/z 196.06 ([M+H]+, 100%); Rt 4.8 min, purity >99% DAD (180-450 nm).
References:
US2014/148452,2014,A1 Location in patent:Paragraph 0184-0187
496-15-1
419 suppliers
$8.00/10g
75-36-5
558 suppliers
$17.92/100G
17133-48-1
51 suppliers
$28.60/25MG