p-Toluenesulfonic acid → 1-[4-(4-{2-[2-(4-Trifluoromethoxy-phenyl)-vinyl]-oxazol-4-ylmethoxy}-phenyl)-butyl]-1H-[1,2,3]triazolium p-toluenesulfonate

HRID 1271401Notes

Reaction equation

[F:1][C:2]([F:35])([F:34])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][C:12]2[O:13][CH:14]=[C:15]([CH2:17][O:18][C:19]3[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH2:27][CH2:28][N:29]4[CH:33]=[CH:32][N:31]=[N:30]4)=[CH:21][CH:20]=3)[N:16]=2)=[CH:6][CH:5]=1.[C:36]1([CH3:46])[CH:41]=[CH:40][C:39]([S:42]([OH:45])(=[O:44])=[O:43])=[CH:38][CH:37]=1>CCO>[C:36]1([CH3:46])[CH:37]=[CH:38][C:39]([S:42]([O-:45])(=[O:43])=[O:44])=[CH:40][CH:41]=1.[F:34][C:2]([F:1])([F:35])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][C:12]2[O:13][CH:14]=[C:15]([CH2:17][O:18][C:19]3[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH2:27][CH2:28][NH+:29]4[CH:33]=[CH:32][N:31]=[N:30]4)=[CH:21][CH:20]=3)[N:16]=2)=[CH:6][CH:5]=1

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 0.124 g (0.26 mmol) 1-[4-(4-{2-[2-(4-Trifluoromethoxy-phenyl)-vinyl]-oxazol-4-ylmethoxy}-phenyl)-butyl]-1H-[1,2,3]triazole in 20 ml EtOH 0.973 μl (50 mg/ml in EtOH) of p-toluenesulfonic acid was added and heated to 60° C. for complete dissolution. After evaporation of the solvent the oily residue crystallized slowly to yield 1-[4-(4-{2-[2-(4-Trifluoromethoxy-phenyl)-vinyl]-oxazol-4-ylmethoxy}-phenyl)-butyl]-1H-[1,2,3]triazolium p-toluenesulfonate.

Workup

customAfter evaporation of the solvent the oily residue
customcrystallized slowly

Sources & evidence

ORD record: ord-f96dcf38ae1343d29c0f1f41f7bb0205
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07205325B2

Reaction notes

Loading…