Pyridinium chloride → 3-(3-Ethoxy-3-oxopropyl)-4-hydroxy-gamma-oxobenzenebutanoic acid ethyl ester

HRID 328003Notes

Reaction equation

[CH2:1]([O:3][C:4](=[O:22])[CH2:5][CH2:6][C:7]1[CH:8]=[C:9]([C:15](=[O:21])[CH2:16][CH2:17][C:18]([OH:20])=[O:19])[CH:10]=[CH:11][C:12]=1[O:13]C)[CH3:2].Cl.N1C=CC=[CH:26][CH:25]=1>>[CH2:25]([O:20][C:18](=[O:19])[CH2:17][CH2:16][C:15](=[O:21])[C:9]1[CH:10]=[CH:11][C:12]([OH:13])=[C:7]([CH2:6][CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:22])[CH:8]=1)[CH3:26]

Participants

Reactant 2

HCID 10176127Pyridinium chloride

HCID 199220913-(3-Ethoxy-3-oxopropyl)-4-methoxy-gamma-oxobenzenebutanoic Acid

Product 1

HCID 539065683-(3-Ethoxy-3-oxopropyl)-4-hydroxy-gamma-oxobenzenebutanoic acid ethyl esterYield 4,219.6%

Procedure

Starting with a mixture of 6.48 g (21.0 mmol) of 3-(3-ethoxy-3-oxopropyl)-4-methoxy-γ-oxobenzenebutanoic acid and 24.4 g (0.211 mmol) of pyridine hydrochloride, the title compound (2.87 g, 42.4%) was obtained as a light-tan oil, using the procedure of example 140.

Sources & evidence

ORD record: ord-c5c3f303f7ce429c93fde1bc2adf0b6c
Source dataset: uspto-grants-1993_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05273999

Reaction notes

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