KlementineJBS / USYD_PhD_ELN

This repository forms the electronic laboratory notebook (ELN)for Klementine Burrell-Sander's PhD's

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Closed KlementineJBS closed 9 months ago

KlementineJBS commented 1 year ago

Reaction scheme

KBS26 reaction scheme

90 mg of HCl salt obtained - this exceeds 100% yield

KlementineJBS commented 1 year ago

Set up a flask in an ice bath and added HCl in dioxane (4.0 M in 1,4-dioxane, 1 mL, 4.00 mmol)
Added KBS22-1 (86.1 mg, 0.115 mmol) in 1,4-dioxane (1.5 mL) at 10.49 am
Removed ice bath and left stirring from 11 am
TLC'd at 11.50 am and found reaction had gone to completion

Solvent is NH4OH:MeOH:DCM = 1:9:90

Empty vial: 15.8197 Full vial: 15.9098 Mass: 90 mg (0.146 mmol)

KlementineJBS commented 1 year ago

Evidence of compound - 547.40 [M+H]+. Relatively clean - 377 and 731 peaks are remnants of previous runs.

Hydrochloride salt - gives poor resolution.

KlementineJBS commented 1 year ago

Separated HCl salt - retained some in a vial (weight = 15.8403, mass of HCl salt = 17.9 mg) and set aside 38.4 mg to convert to free base.

Rinsed a spatula-ful of Ambersep 900 hydroxide form resin with methanol (3 x 5 mL)
Pre-swelled with methanol for 1 hr (8 mL)
Added KBS26-1 (38.4 mg, 0.062 mmol) dissolved in methanol (10 mL)
Left stirring for ~1 hr
Collected by vacuum filtration (Buchner funnel)
Rotovapped down

Empty vial: 15.6620 Full vial: 15.6914 Mass: 29.4 mg (0.053 mmol), 87%

KlementineJBS commented 3 months ago