p-Toluenesulfonic acid monohydrate → HCID 19021149, compound

HRID 1108923Notes

Reaction equation

HRID 1108923 reaction equation
[CH2:1]([O:11][C:12]1[CH:35]=[CH:34][C:15]([C:16]([NH:18][C:19]2[CH:24]=[C:23]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH:22]=[CH:21][C:20]=2[OH:33])=O)=[CH:14][CH:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>ClC1C=CC=CC=1Cl>[CH2:1]([O:11][C:12]1[CH:35]=[CH:34][C:15]([C:16]2[O:33][C:20]3[CH:21]=[CH:22][C:23]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[CH:24][C:19]=3[N:18]=2)=[CH:14][CH:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 190211542-(4-Decyloxybenzoylamino)-4-octylphenol

Product 1

HCID 19021149HCID 19021149, compoundYield 61.3%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent2×

Procedure

In a 30 ml-round-bottomed flask, 1.00 g (2.08 mM) of 2-(4-decyloxybenzoylamino)-4-octylphenol, 0.07 g (0.68 mM) of p-toluenesulfonic acid monohydrate and 10 ml of o-dichlorobenzene were placed, followed by stirring for 37 min. at 188°-193° 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 0.59 g of 2-(4-decyloxyphenyl)-5-octylbenzoxazole (yield: 61.3%). ##STR75##

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-ea9967fb34e642d5a0748d145244d8c3
Source dataset
uspto-grants-1994_06
Patent number
US05318720

Reaction notes

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