Amines and Carbohydrates Flashcards
1
Q
Alkylation of ammonia to a quaternary salt
A
xs MeI
2
Q
Ether formation from carbohydrate
A
xs CH3I, Ag2O
3
Q
Carbohydrate reduction
A
NaBH4
4
Q
Azide to amine
A
1) H2 / Pt –OR– 1) LAH / 2) H2O
5
Q
Hoffman Rearrangement (amide to amine, minus an additional C)
A
NaOH / X2, H2O
6
Q
Carbohydrate acylation
A
Anhydride / py
7
Q
Reductive Amination (carbonyl to amine)
A
MeNH2 / NaBH3CN
8
Q
Acylation of amine
A
Acid chloride
9
Q
Amide to amine
A
1) xs LAH / 2) H2O
10
Q
Carbonyl to imine
A
RNH2
11
Q
Hoffman Elimination (quaternary salt to least stable alkene)
A
Ag2O / H2O, heat
12
Q
Nylon synthesis
A
Linear diacid halide + linear diamine
13
Q
Gabriel Synthesis (phthalimide to amine)
A
1) KOH, 2) RX, 3) H3O+, heat
14
Q
Carbohydrate cyclization
A
H+ cat.
15
Q
Nitrile to amine
A
1) xs LAH / 2) H2O
16
Q
Glycoside formation
A
MeOH, H+ cat.
17
Q
Carbonyl to enamine
A
R2NH
