Hexane → N-(3,5-dimethylphenyl)-N-methylformamide

HRID 1354974Notes

Reaction equation

HRID 1354974 reaction equation
C1(S(O[C:11]2[CH:16]=[C:15]([CH3:17])[CH:14]=[C:13]([CH3:18])[CH:12]=2)(=O)=O)C=CC=CC=1.[CH3:19][NH:20][CH:21]=[O:22].CCCCCC>C(OCC)(=O)C>[CH3:18][C:13]1[CH:12]=[C:11]([N:20]([CH3:19])[CH:21]=[O:22])[CH:16]=[C:15]([CH3:17])[CH:14]=1

Participants

5

Reactant 3

HCID 8058HexaneHCID 31254N-MethylformamideHCID 112424723,5-Dimethylphenyl benzenesulfonate

Product 1

HCID 9855564N-(3,5-dimethylphenyl)-N-methylformamideYield 93.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Following the general procedure, 3,5-dimethylphenyl benzenesulfonate (131 mg, 0.5 mmol) was coupled with N-methylformamide (45 mg, 0.75 mmol) with the reaction time of 20 h. Chromatography on silica gel column with 4:1 hexane:ethyl acetate gave 76 mg (93%) of the title compound as a colorless oil.

Sources & evidence

ORD record
ord-9c04008732b44dffaf88cf7e7f80f9c3
Source dataset
uspto-grants-2007_05
Patent number
US07223879B2

Reaction notes

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