Benzamide → N-1-Naphthylbenzamide

HRID 1354975Notes

Reaction equation

HRID 1354975 reaction equation
S(C1C=CC(C)=CC=1)(O[C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1)(=O)=O.[C:22]([NH2:30])(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.CCCCCC>C(OCC)(=O)C>[C:5]1([NH:30][C:22](=[O:29])[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 2331BenzamideHCID 8058HexaneHCID 1796834HCID 1796834, compound

Product 1

HCID 69448N-1-NaphthylbenzamideYield 95%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Following the general procedure, 1-naphthyl tosylate (149 mg, 0.5 mmol) was coupled with benzamide (90 mg, 0.75 mmol) with the reaction time of 20 h. Chromatography on silica gel column with 4:1 hexane:ethyl acetate gave 117 mg (95%) of the title compound as a white solid.

Sources & evidence

ORD record
ord-1e653f37333641c18514bdf8639e2612
Source dataset
uspto-grants-2007_05
Patent number
US07223879B2

Reaction notes

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