Water → HCID 60925226, compound

HRID 1523723Notes

Reaction equation

HRID 1523723 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([C:12]([O:14]CC)=[O:13])[CH2:8][CH2:7]1.O1CCCC1.O.O.[OH-].[Li+]>C(OC(=O)C)C>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([C:12]([OH:14])=[O:13])[CH2:8][CH2:7]1

Participants

6

Reactant 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 60980893HCID 60980893, compound

Product 1

HCID 60925226HCID 60925226, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a stirred mixture of ethyl 1-(3-methoxy propyl)piperidin-4-carboxylate (33.0 grams, 144.1 mmol, obtained in the above step), tetrahydrofuran (200 mL) and water (200 mL) was added lithium hydroxide monohydrate (6.1 grams, 144.1 mmol). The reaction mixture was stirred at room temperature for 16 hours before being diluted with ethylacetate. The two layers were separated and the aqueous layer was acidified to pH: 3-4 with concentrated hydrochloric acid and the volatiles were removed under reduced pressure to obtain 1-(3-methoxy propyl)piperidin-4-carboxylic acid (35.0 grams).

Workup

  1. customThe two layers were separated
  2. customthe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-4bc31473f1a844b19a1e85718376ce64
Source dataset
uspto-grants-2015_07
Patent number
US09079894B2

Reaction notes

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