Skip to main content
. 2016 Jul 19;12:1493–1502. doi: 10.3762/bjoc.12.146

Table 6.

Condensation of aniline, triethyl orthoformate and dimethyl or dibutyl phosphite.

graphic file with name Beilstein_J_Org_Chem-12-1493-i004.jpg
Entry R Dialkyl phosphite (equiv) T (°C) Product composition (%)a
7 9 10 11 3c
1 Me 2 110 14 36 36 11 3
2 Me 6 110 54 37 9 0 0
3 Me 10 110 77 18 5 0 0
4 Me 15 110 87 13 0 0 0
5 Me 20b 110 91 9 0 0 0
6 Bu 2 150 19 23 29 26 3
7 Bu 2 125 54 33 10 3 0
8 Bu 6 125 82 16 2 0 0
9 Bu 10 125 93 7 0 0 0
10 Bu 15b 125 95 5 0 0 0

aOn the basis of GC (entries 1–5) or on the basis of HPLC (entries 6–9). bThe product composition has not changed using a larger excess of dialkyl phosphite.