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Named reactions

Get references and more from over 225 named organic chemical reaction

Go to the named reaction index

Protecting Groups

Get the conditions needed to install/remove a wide range of protecting groups.

Go to the protecting groups index

Search synthesis

Benzyl ether (Bn)

Protection

 
Reagents
Solvents
Temperature
Time
Yield
BnBr, NaH, n-Bu4N+ I-
THF
0 °C - RT
4.5 h
98 %
BnBr, KH, n-Bu4N+ I-
Et2O
RT
2 h
87 %
BnBr, TMS2NK
THF
0 °C - RT
20 min
92 %
Cl3C(=NH)OBn, TfOH
Et2O
RT
10 h
100 %
BnBr, NaH
DMF
0 °C - RT
19 h
92 %
BnBr, K2CO3
Acetone
Reflux
24 h
92 %

Deprotection

 
Reagents
Solvents
Temperature
Time
Yield
H2, Pd/C
EtOAc
RT
30 min - 30 h
82-98 %
H2, Pd/C
MeOH
RT
6 min - 20 h
74-89 %
H2, Pd/C
EtOH
RT
3-10 h
82-95 %
H2, Pd(OH)2/C
EtOH
RT
23 h
76 %
H2, Pd(OH)2/C
MeOH, EtOH, i-PrOH
RT
48 h
96 %
Li
NH3, THF, EtOH
-33 °C
60 min - 3.5 h
83-90 %
Na
NH3, THF
-78 - -45 °C
2 h
100 %
H2, Pd/C
MeOH, AcOH
RT
20 h
96 %
H2
EtOAc, EtOH
RT
5 h
67 %
Li.DTBBP
THF
-78 °C
3 h
95 %
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