1,5-Dibromopentane → 4-[(5-Bromopentyl)oxy]-3-(3-ethoxy-3-oxopropyl)-gamma-oxobenzenebutanoic Acid Ethyl Ester

HRID 327979Notes

Reaction equation

HRID 327979 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][CH2:6][C:7](=[O:22])[C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[C:10]([CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:9]=1)[CH3:2].[Br:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]Br>>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][CH2:6][C:7](=[O:22])[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][Br:24])=[C:10]([CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:9]=1)[CH3:2]

Participants

3

Reactant 2

HCID 81001,5-DibromopentaneHCID 539065683-(3-Ethoxy-3-oxopropyl)-4-hydroxy-gamma-oxobenzenebutanoic acid ethyl ester

Product 1

HCID 540674314-[(5-Bromopentyl)oxy]-3-(3-ethoxy-3-oxopropyl)-gamma-oxobenzenebutanoic Acid Ethyl EsterYield 80.6%

Procedure

Starting with 0.458 g (1.42 mmol) of 3-(3-ethoxy-3-oxopropyl)-4-hydroxy-γ-oxobenzenebutanoic acid ethyl ester, and 1.65 g (7.29 mmol) of 1,5-dibromopentane, the title compound was obtained in 80.6% yield as a white solid, mp 40°-41° C., using the procedure of example 21.

Sources & evidence

ORD record
ord-144184878ef14b30a7877a40d49c1371
Source dataset
uspto-grants-1993_12
Patent number
US05273999

Reaction notes

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