Reference of 5876-51-7, The chemical industry reduces the impact on the environment during synthesis 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, I believe this compound will play a more active role in future production and life.
A 20 ml vial charged with 1-iodo-3,4-methylenedioxybenzene (0.13 ml, 1.001mmol), (R)-pyrrolidin-2-ylmethanol (0.11 ml, 1.115 mmol), copper (1) iodide (0.153g,0.803 mmol) and 2-propanol (3.5 ml) was evacuated and backfilled with nitrogen four times and cooled at 0C in an ice-water bath. Powdered sodium hydroxide (0.08 1 g, 2.025 mmol) was then added and the mixture was stirred for 10 minutes at 0C (solution became purple) and 16 hours at 90C (solution became orange). The reaction mixture wascooled down to room temperature, diluted with ethyl acetate, washed with water, and the water layer was back extracted twice with ethyl acetate. Combined organic layers were washed once with saturated aqueous NaHCO3 solution, once with water, once with brine, dried on anhydrous Na2SO4, filtrated and concentrated. The residue was purified on ISCO using a 25g Innoflash column (Hex/EtOAc) to give title material (0.166 g, 75%) as yellowish oil. LC (Method A): 0.886 mm. MS (APCI) calcd for C12H16N03 [M+H] rn/z 222.11, found 222.2. ?H NMR (400 MHz, acetone-d6) oe ppm 6.67 (d, J 8.2 Hz, 1 H),6.31 (d, J = 2.3 Hz, 1 H), 6.04 (dd, J = 2.5, 8.4 Hz, 1 H), 5.83 (d, J = 1.2 Hz, 1 H), 5.82 (d,J = 0.8 Hz, 1 H), 3.74 (t, J 5.7 Hz, 1 H), 3.69 – 3.58 (m, 2 H), 3.41 – 3.29 (m, 2 H), 3.02 (dt, J = 5.9, 9.0 Hz, 1 H), 2.12 – 1.87 (m, 4 H).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Iodobenzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; UNIVERSITE DE MONTREAL; MARTEL, Alain; TREMBLAY, Francois; (207 pag.)WO2017/66863; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com