2023_SSP_8B - Purification of student-synthesised material

[KlementineJBS]

Reaction scheme

[KlementineJBS]

LRMS

346.99, 348.98 [M+H]+, 368.94, 370.97 [M+Na]+. (Bromine isotopes lead to two distinct peaks.)

2023_SSP_8B.d.zip 2023_SSP_8B.pdf

[KlementineJBS]

Passed 8B_1 through a silica plug using DCM and methanol. Was difficult to dissolve. Collected most of the runoff in one vial and blew off under nitrogen but had some that wouldn't fit and put this in a new vial which was just left in the fumehood. Crystals formed in this second vial.

Initial NMR suggests that crystals are cleaner than straight vial but this is uncertain.

Vial 1: 15.7386 Vial 1 full: 16.3550 Mass: 616.4 mg

Vial 2 (crystals): 15.7792 Vial 2 full: 16.0388 Mass: 259.6 mg

H NMR

2023_SSP_8B_1 crystals.pdf 2023_SSP_8B_1.pdf 2023_SSP_8B_1 crystals_1.zip 2023_SSP_8B_1_1.zip

[KlementineJBS]

Column conditions

Columned 303 mg crude material with dryloading (DCM).

Collected fractions 4-16, 17-30 and >= 31.

F17-30 vial: 15.8408 Full vial: 16.0827 Mass: 241.9 mg (= 80% by mass from crude)

Fractions 17-30 are most promising - NMR results look good.

2023_SSP_8B F17-30_1.zip 2023_SSP_8B F17-30.pdf

[KlementineJBS]

HPLC

Crude (93.25%)

Crystals (99.67%)

[KlementineJBS]

LRMS

2023_SSP_8B F17-30.pdf 2023_SSP_8B F17-30.d.zip

[KlementineJBS]

Will run HPLC on Fractions 17-30 as well to compare purity.

[KlementineJBS]

HPLC (F17-30)

[KlementineJBS]

Q NMR

Purity by Q NMR = 98.38% which aligns well with HPLC result of 99.67%. Ready to send for testing.

2023_SSP_8B crys Q NMR_1.zip 2023_SSP_8B crystals Q NMR.pdf Q NMR worksheet.xlsx

[KlementineJBS]