Table 1 Reductive amination of chitosan with benzaldehyde and NaBH4

From: Facile and efficient synthesis of N-benzyl chitosan via a one-pot reductive amination utilizing 2-picoline borane

Run

Feed molar ratio

Benzylation degree (%)a

Residual imine moiety (%)b

Yield (%)c

-NH2

-CHO

NaBH4

1

1

2

3

22

0.91

62

2

1

2

22.6

16

0

62

3

1

20

22.6

74

1.0

80

  1. aBased on the deconvoluted integral ratio between protons 2 (N-benzyl chitosan) and 2’ (chitosan) in 1H NMR spectra
  2. bBased on the integral ratio between the proton ca. 9.8 ppm and the sum of the protons 2 (N-benzyl chitosan) and 2’ (chitosan) in the 1H NMR spectra
  3. cThe 100% yield is based on the mass of 100% N-benzyl chitosan
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