1,4-Dibromobutane → HCID 178484054, compound

HRID 967187Notes

Reaction equation

HRID 967187 reaction equation
[OH:1][CH2:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([CH2:9][N:10]([CH3:24])[S:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)(=[O:13])=[O:12])[CH2:5][CH2:4]1.[Br:25][CH2:26][CH2:27][CH2:28][CH2:29]Br>ClCCl.[OH-].[Na+].S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[Br:25][CH2:26][CH2:27][CH2:28][CH2:29][O:1][CH2:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([CH2:9][N:10]([CH3:24])[S:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:21])[F:22])=[CH:16][CH:15]=2)(=[O:13])=[O:12])[CH2:5][CH2:4]1

Participants

6

Reactant 2

HCID 80561,4-DibromobutaneHCID 178484051HCID 178484051, compound

Product 1

HCID 178484054HCID 178484054, compound

Reagents, catalysts & solvents 3

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 6344DichloromethaneSolventHCID 14798Sodium HydroxideSolvent

Procedure

In analogy to the method described in example 19.1, trans-N-(4-hydroxymethyl-cyclohexylmethyl)-N-methyl-4-trifluoromethyl-benzenesulfonamide (example 5.1) was reacted with 1,4-dibromo-butane in dichloromethane and aqueous sodium hydroxide solution in the presence of tetrabutylammonium hydrogensulfate to yield trans-N-[4-(4-bromo-butoxymethyl)-cyclohexylmethyl]-N-methyl-4-trifluoromethyl-benzenesulfonamide as colorless solid, MS: 500 (MH+, 1Br).

Sources & evidence

ORD record
ord-6d8ebbec0fcb4be1b39af97aa036f902
Source dataset
uspto-grants-2005_10
Patent number
US06953806B2

Reaction notes

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