Piperidine, 1-(3-chloropropyl)- → 7-(3-(Piperidin-1-yl)propoxy)naphthalene-2-sulfonic acid

HRID 528808Notes

Reaction equation

HRID 528808 reaction equation
[O-:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([S:12]([O-:15])(=[O:14])=[O:13])=[CH:9]2)=[CH:4][CH:3]=1.[Na+].[Na+].Cl[CH2:19][CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>>[N:22]1([CH2:21][CH2:20][CH2:19][O:1][C:2]2[CH:11]=[C:10]3[C:5]([CH:6]=[CH:7][C:8]([S:12]([OH:15])(=[O:13])=[O:14])=[CH:9]3)=[CH:4][CH:3]=2)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

3

Reactant 2

HCID 79625Piperidine, 1-(3-chloropropyl)-HCID 86718866Sodium 7-oxidonaphthalene-2-sulfonate

Product 1

HCID 867188747-(3-(Piperidin-1-yl)propoxy)naphthalene-2-sulfonic acidYield 30%

Procedure

Following a procedure analogous to that for the synthesis of Intermediate 26B, sodium 7-oxidonaphthalene-2-sulfonate (Pfaltz and Bauer, 200 mg, 0.75 mmol) and 1-(3-chloropropyl)piperidine (121 mg, 0.75 mmol) were converted to the title compound (78 mg, 30%). MS(ESI+) m/z 336.1 (M+H)+.

Sources & evidence

ORD record
ord-ea260d7f1f624948bb476786c2fe0972
Source dataset
uspto-grants-2016_05
Patent number
US09346795B2

Reaction notes

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