Sodium Hydroxide → 3-[4-(4-Phenoxy-phenyl)-piperazin-1-yl]-propionic acid sodium salt

HRID 2353238Notes

Reaction equation

HRID 2353238 reaction equation
C[O:2][C:3](=[O:25])[CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:14][CH:13]=2)[CH2:8][CH2:7]1.[OH-].[Na+:27]>>[Na+:27].[O:18]([C:15]1[CH:14]=[CH:13][C:12]([N:9]2[CH2:10][CH2:11][N:6]([CH2:5][CH2:4][C:3]([O-:25])=[O:2])[CH2:7][CH2:8]2)=[CH:17][CH:16]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 574195603-[4-(4-Phenoxy-phenyl)-piperazin-1-yl]-propionic acid methyl ester

Product 1

HCID 589025273-[4-(4-Phenoxy-phenyl)-piperazin-1-yl]-propionic acid sodium saltYield 97%

Procedure

The title compound (98 mg, 97%) was prepared from the compound from step 1 (100 mg, 0.29 mmol) and 1N NaOH (0.29 mL, 0.29 mmol) by the procedure described in Example 2: MS (ESI) m/z 327 (M+H); 1H NMR (400 MHz, CD3OD) δ 2.44 (m, 2H), 2.72 (t, J=4.8 Hz, 4H), 2.78 (t, J=8.0 Hz, 2H), 3.17 (t, J=4.8 Hz, 4H), 6.88-6.92 (m, 4H), 6.97-7.04 (m, 3H), 7.28 (m, 2H).

Sources & evidence

ORD record
ord-746b6224c8df4061aa0893827586eff5
Source dataset
uspto-grants-2010_07
Patent number
US07750012B2

Reaction notes

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