Reaction #11907

ord-0b831c4cee1d41bab17511239d6c8b09

Reaction equation

O=C(O)C1CN(C(=O)OCc2ccccc2)CCN1
racemic 4-carbobenzyloxypiperazine-2-carboxylic acid
O=[N+]([O-])c1cc(F)c(F)cc1F
1,2,4-trifluoro-5-nitro-benzene
→
O=C(O)C1CN(C(=O)OCc2ccccc2)CCN1c1cc(F)c(F)cc1[N+](=O)[O-]
title compound
Yield 16.7%
O=C(O)C1CN(C(=O)OCc2ccccc2)CCN1c1cc(F)c(F)cc1[N+](=O)[O-]
4-Carbobenzyloxy-1-(4,5-Difluoro-2-Nitrophenyl)-Piperazine-2-Carboxylic Acid
Yield 16.7%

Reactants

O=C(O)C1CN(C(=O)OCc2ccccc2)CCN1
racemic 4-carbobenzyloxypiperazine-2-carboxylic acid
O=[N+]([O-])c1cc(F)c(F)cc1F
1,2,4-trifluoro-5-nitro-benzene

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

By the same procedure described for example 2 method 2B, from 1.5 g of racemic 4-carbobenzyloxypiperazine-2-carboxylic acid and 1,2,4-trifluoro-5-nitro-benzene, there was obtained 0.4 g (16.7%) of title compound as an orange-red residue.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07098338B2uspto-grants-2006_08