Synthesis of BBG-2020-7

[kym834]

G’day

Here is the data from the ¹H NMR experiment on BGG-2020-07 (see below for structure). In the PDF file I’ve provided the full spectra and have zoomed in on areas where there is a lot of detail so that the chemical shifts and integrations can be clearly read. I’ve also added this to this repository along with the raw NMR data.

For this sample, there is product in the NMR spectra but also some of the (4-iodophenyl)acetonitrile starting material.

This is the precursor to compound BBG-2020-05 that was analysed last year (#3).

(4-iodophenyl)acetonitrile Literature (DOI: 10.1021/jm0401614, compound 4c): ¹H NMR (400 MHz, chloroform-d): δ 3.70 (s, 2H), 7.09 (d, J = 8.4 Hz, 2H), 7.71 (d, J = 8.4 Hz, 2H). Experimental: ¹H NMR (500 MHz, chloroform-d): δ 3.70 (s, 2H), 7.08 (d, J = 7.9 Hz, 2H), 7.72 (d, J = 7.9 Hz, 2H).

BBG-2020-07 I couldn't find this compound in the literature. If we get a clean sample I will do a complete characterisation of this. Experimental: ¹H NMR (500 MHz, chloroform-d): δ 1.06 (m, 3H), 2.65 (m, 2H), 4.61 (s, 1 H), 7.14 (d, J = 8.0 Hz, 2H), 7.77 (d, J = 8.1 Hz, 2H).

NMR Data PDF: BBG_2020_07.pdf Raw: BBG-2020-7_1.zip

[barkerstudent2]

Attached below is the synthesis of BBG-2020-07

BBG Git Hub Step 1 Synthesis.pdf