p-Toluenesulfonic acid → HCID 15156939, compound

HRID 1612598Notes

Reaction equation

HRID 1612598 reaction equation
[CH2:1]([C:9]1[CH:40]=[CH:39][C:12]([C:13]([NH:15][C:16]2[CH:21]=[C:20]([C:22]3[CH:27]=CC(CCCCCCCCCC)=[CH:24][CH:23]=3)[CH:19]=[CH:18][C:17]=2[OH:38])=O)=[CH:11][CH:10]=1)[CH2:2]CCCCCC.[C:41]1([CH3:51])[CH:46]=[CH:45][C:44](S(O)(=O)=O)=[CH:43][CH:42]=1>ClC1C=CC=CC=1Cl>[CH2:1]([C:9]1[CH:10]=[CH:11][C:12]([C:13]2[O:38][C:17]3[CH:18]=[CH:19][C:20]([C:22]4[CH:27]=[CH:2][C:1]([CH2:9][CH2:10][CH2:11][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:41][CH3:51])=[CH:24][CH:23]=4)=[CH:21][C:16]=3[N:15]=2)=[CH:39][CH:40]=1)[CH2:2][CH2:19][CH2:18][CH2:17][CH2:16][CH2:21][CH3:20]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 19776124HCID 19776124, compound

Product 1

HCID 15156939HCID 15156939, compoundYield 156.8%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent2×

Procedure

Step iv) In a 50 ml-round-bottomed flask, 1.30 g (2.40 mM) of 2-(4-octylbenzoylamino)-4-(4-decylphenyl)phenol, 0.13 g (0.68 mM) of p-toluenesulfonic acid and 20 ml of o-dichlorobenzene were placed, followed by stirring for 40 min. at 189°-192° C. After the reaction, o-dichlorobenzene was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluent: toluene) to obtain 0.62 g of 2-(4-octylphenyl)-5-(4-decylphenyl)benzoxazole (yield: 49.3%). ##STR19##

Workup

  1. distillationwas distilled off under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (eluent: toluene)

Sources & evidence

ORD record
ord-3463d8d710f84728bedc85d74718a2c2
Source dataset
uspto-grants-1993_03
Patent number
US05190690

Reaction notes

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