Hydrochloric Acid → 3-(Pyridin-4-yl)propanoic acid

HRID 1064017

Reaction equation

HRID 1064017 reaction equation
C([NH:4][C:5]1[CH:17]=[CH:16][C:8]2SC3C=CC=[CH:12][C:11]=3[C:7]=2[CH:6]=1)(=O)C.[OH-:18].[K+].Cl.[OH2:21]>C(O)C>[N:4]1[CH:5]=[CH:6][C:7]([CH2:8][CH2:16][C:17]([OH:21])=[O:18])=[CH:11][CH:12]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 1086272-Acetamidodibenzothiophene

Product 1

HCID 2332433-(Pyridin-4-yl)propanoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 3-pyridin-4-ylpropanoate (Method 2; 103.1 g, 576 mmol) in water (400 ml) and ethanol (20 ml) at room temperature was added potassium hydroxide (60 g, 1600 mmol). After 18 hours hydrochloric acid (100 ml) was added to give a white solid. Yield 62.8 g (73%). NMR 8.38 (d, 2H), 7.21 (d, 2H), 2.70 (t, 2H), 2.52 (t, 2H); m/z 152.2.

Workup

  1. customto give a white solid

Sources & evidence

ORD record
ord-50519d7a41d24d5cb0afee1d39e0f1aa
Source dataset
uspto-grants-2005_11
Patent number
US06967216B2

Linked notes

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