search

KlementineJBS / USYD_PhD_ELN

This repository forms the electronic laboratory notebook (ELN)for Klementine Burrell-Sander's PhD's
2 stars 0 forks source link

KBS20-1 - Boc protection of 1,8-diaminooctane #24

Closed KlementineJBS closed 1 year ago

KlementineJBS commented 2 years ago

Link to HIRAC and master page.

KBS3 Generic boc protection of 1,n-diamine.docx

Reaction scheme

KBS20 reaction scheme (boc protection of 1,8-diaminooctane

1.241 g (3.60 mmol), 100%

KlementineJBS commented 2 years ago

26.07.22

  1. Dissolved 1,8-diaminooctane (515 mg, 3.58 mmol) in chloroform (30 mL)
  2. Added Boc anhyride (1.8 mL, 7.87 mmol, 2.2 equiv.) dissolved in chloroform (6 mL)
  3. Left stirring from 11 am. Amine was not completely dissolved.
KlementineJBS commented 2 years ago

28.07.22

  1. TLC'd at 9.30 and found SM mostly consumed.

MeOH with ammonium:DCM = 5:95

  1. Removed most chloroform by rotovap
KlementineJBS commented 2 years ago

29.07.22

Empty vial: 15.9271 Full vial: 17.1681 Mass: 1.241 g

LRMS

Peak at 367.25 [M+Na]+.

KBS20-1 cr.d.zip KBS20-1 cr.pdf

KlementineJBS commented 2 years ago

01.08.22

H NMR

1H NMR (300 MHz, CDCl3) δ 4.49 (2H), 3.10 (4H), 1.44 (18H), 1.29 (8H).

KBS20-1 cr_1.zip KBS20-1 processed.pdf

Ready to carry through to next step (propargylation).

KlementineJBS commented 2 years ago

23.08.22

IR

KBS20-1.pdf KBS20-1.zip