Tetrabutylammonium → HCID 87632654, compound

HRID 1829717Notes

Reaction equation

HRID 1829717 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([CH2:12][CH2:13][N:14]([CH3:16])[CH3:15])[CH2:10][OH:11])[CH:5]=[CH:6][C:7]=1[Cl:8].C(Cl)(=O)C(Cl)=O.CS(C)=O.C([N+](CCCC)(CCCC)CCCC)CCC>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([CH2:12][CH2:13][N:14]([CH3:16])[CH3:15])[CH:10]=[O:11])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 16028TetrabutylammoniumHCID 13524712HCID 13524712, compoundHCID 68949532HCID 68949532, compound

Product 1

HCID 87632654HCID 87632654, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(3,4-Dichlorophenyl)-4-(dimethyamino)-butanol (1.40 g) was reacted with oxalyl chloride/DMSO under standard swern oxidizing conditions in DCM (80 mL) to afford (1.60 g crude) as a oil which was contaminated with tetrabutyammonium cation after aqueous extraction from DCM; MS: m/z 260 (M+); 1H NMR (CDCl3) δ 9.57 (d), 7.44 (d), 7.33 (d), 7.07 (dd), 3.66 (t), 2.35-2.03 (m), 2.22 (s).

Workup

  1. customto afford (1.60 g crude) as a oil which
  2. extractionafter aqueous extraction from DCM

Sources & evidence

ORD record
ord-3b85455fdf4549069d617b082c9d3c2d
Source dataset
uspto-grants-2006_06
Patent number
US07064136B2

Reaction notes

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