Sodium Hydroxide → 3-(1-(4-chloro-2,5-dimethylphenylsulfonyl)piperidin-2-yl)propionic Acid

HRID 2041087Notes

Reaction equation

[OH-].[Na+].[Cl:3][C:4]1[C:9]([CH3:10])=[CH:8][C:7]([S:11]([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH:15]2[CH2:20][CH2:21][C:22]([O:24]C)=[O:23])(=[O:13])=[O:12])=[C:6]([CH3:26])[CH:5]=1>C1COCC1>[Cl:3][C:4]1[C:9]([CH3:10])=[CH:8][C:7]([S:11]([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH:15]2[CH2:20][CH2:21][C:22]([OH:24])=[O:23])(=[O:12])=[O:13])=[C:6]([CH3:26])[CH:5]=1

Participants

Conditions

Temperature: 0 °C

Procedure

Aqueous 6 M NaOH solution (100 ml) was added to a solution of methyl 3-(1-(4-chloro-2,5-dimethylphenylsulfonyl)piperidin-2-yl)propionate (12.82 g, 34.3 mmol) in THF (100 ml). After a reaction time of 1 h, the solvent was removed in a rotary evaporator and the residue was cooled to 0° C. 6 M HCl (100 ml) was added and extraction with ethyl acetate was carried out. The organic phase was dried over Na2SO4 and concentrated. Yield: 12.36 g, 100%

Workup

customAfter a reaction time of 1 h, the solvent was removed in a rotary evaporator
addition6 M HCl (100 ml) was added
extractionextraction with ethyl acetate
dry with materialThe organic phase was dried over Na2SO4
concentrationconcentrated

Sources & evidence

ORD record: ord-80124aa2eaa84ad0bbcec51bf3e789b8
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08580965B2

Reaction notes

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