Trifluoroacetic acid → HCID 131710051, compound

HRID 1578889Notes

Reaction equation

HRID 1578889 reaction equation
[F:1][C:2]1[CH:33]=[CH:32][C:5]([CH2:6][C:7]2[CH2:8][S:9][C@@H:10]3[CH:21]([NH:22][C:23](=[O:30])[CH2:24][C:25]4[S:26][CH:27]=[CH:28][CH:29]=4)[C:20](=[O:31])[N:11]3[C:12]=2[C:13]([O:15]C(C)(C)C)=[O:14])=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C:7]2[CH2:8][S:9][C@@H:10]3[CH:21]([NH:22][C:23](=[O:30])[CH2:24][C:25]4[S:26][CH:27]=[CH:28][CH:29]=4)[C:20](=[O:31])[N:11]3[C:12]=2[C:13]([OH:15])=[O:14])=[CH:32][CH:33]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131710050HCID 131710050, compound

Product 1

HCID 131710051HCID 131710051, compound

Procedure

t-Butyl 3-p-fluorobenzyl-7-(2-thienylacetamido)-3-cephem-4-carboxylate (X) (36 mg) was treated with trifluoroacetic acid (5 ml) at room temperature for 40 minutes. The excess trifluoroacetic acid was distilled off azeotropically with dry benzene to give the free acid (XII) as a foam νmax (CHCl3) 1770, 1705, 1680 cm-1

Workup

  1. distillationThe excess trifluoroacetic acid was distilled off azeotropically with dry benzene

Sources & evidence

ORD record
ord-2e0947109db54aba99b89e4b6d7ecfa1
Source dataset
uspto-grants-1976_02
Patent number
US03939157

Reaction notes

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