Benzoic acid, 3-(chlorosulfonyl)- → 3-(4-Isobutoxy-piperidine-1-sulfonyl)-benzoic acid

HRID 1665124Notes

Reaction equation

HRID 1665124 reaction equation
C(N(CC)C(C)C)(C)C.[CH2:10]([O:14][CH:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)[CH:11]([CH3:13])[CH3:12].Cl[S:22]([C:25]1[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=1)[C:28]([OH:30])=[O:29])(=[O:24])=[O:23]>C1COCC1>[CH2:10]([O:14][CH:15]1[CH2:20][CH2:19][N:18]([S:22]([C:25]2[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=2)[C:28]([OH:30])=[O:29])(=[O:24])=[O:23])[CH2:17][CH2:16]1)[CH:11]([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 77641Benzoic acid, 3-(chlorosulfonyl)-HCID 81531DiisopropylethylamineHCID 117011884-(2-Methylpropoxy)piperidine

Product 1

HCID 670866863-(4-Isobutoxy-piperidine-1-sulfonyl)-benzoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of N,N-Diisopropylethylamine (0.0078 ml, 0.045 mmol) in THF (1 ml) is added to 4-Isobutoxy-piperidine (0.008 g, 0.05 mmol) followed by a solution of 3-(Chlorosulfonyl)benzoic acid (9.93 mg, 0.045 mmol) and shaken at room temperature for 48 hours. The solution is evaporated under vacuum to afford 3-(4-Isobutoxy-piperidine-1-sulfonyl)-benzoic acid which is used without purification; [M+H]+ 342.00

Workup

  1. customThe solution is evaporated under vacuum

Sources & evidence

ORD record
ord-3366734e91684598b43e39dce2aec2c3
Source dataset
uspto-grants-2011_10
Patent number
US08039472B2

Reaction notes

Loading…