1,1,1-Trifluoro-2-decyl 4-hydroxybenzoate → Benzoic acid, 4-((1-oxodecyl)oxy)-

HRID 247788

Reaction equation

HRID 247788 reaction equation
[C:1]([O:12][C:13]1[CH:41]=[CH:40][C:16]([C:17]([O:19][C:20]2[CH:25]=[CH:24][C:23]([C:26]([O:28][CH:29]([CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[C:30]([F:33])([F:32])[F:31])=[O:27])=[CH:22][CH:21]=2)=[O:18])=[CH:15][CH:14]=1)(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].OC1C=CC(C(OC(CCCCCCCC)C(F)(F)F)=O)=CC=1>O1CCCC1>[C:1]([O:12][C:13]1[CH:41]=[CH:40][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=1)(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[C:1]([O:12][C:13]1[CH:41]=[CH:40][C:16]([C:17]([O:19][C:20]2[CH:21]=[CH:22][C:23]([C:26]([O:28][CH:29]([CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[C:30]([F:33])([F:32])[F:31])=[O:27])=[CH:24][CH:25]=2)=[O:18])=[CH:15][CH:14]=1)(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 2

HCID 147457541,1,1-Trifluoro-2-decyl 4-hydroxybenzoateHCID 197642124-(1,1,1-Trifluoro-2-octyloxycarbonyl)phenyl 4-n-decanoyloxybenzoate

Product 2

HCID 3608562Benzoic acid, 4-((1-oxodecyl)oxy)-HCID 197642124-(1,1,1-Trifluoro-2-octyloxycarbonyl)phenyl 4-n-decanoyloxybenzoate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the 4-n-decanoyloxybenzoic acid (0.43 g) obtained in Example 12, (3) and the 1,1,1-trifluoro-2-octyl 4-hydroxybenzoate (0.4 g) obtained in (2) above in tetrahydrofuran (about 30 ml) were added dicyclohexylcarbodiimide (0.32 g) and dimethylamonopyridine (0.01 g). The mixture was stirred at room temperature for about 20 hours and was distilled to remove the solvent. The residue was dissolved in dichloromethane and washed with water. The organic layer was dried over anhydrous magnesium sulfate and was distilled to remove the solvent. The residue was purified by silica-gel column chromatography (developer : hexane/ ethyl acetate=20/1) to obtain the titled compound (0.20 g).

Sources & evidence

ORD record
ord-76d2acb9c9be47e299d7228a7db3f18a
Source dataset
uspto-grants-1993_05
Patent number
US05207947

Linked notes

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