4-(3-Bromopropoxy)1-phenoxybenzene → (S)-3-{4-[3-(4-phenoxy-phenoxy)-propoxy]-phenyl}-2-propoxy-propionic acid ethyl ester

HRID 459271Notes

Reaction equation

HRID 459271 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[C@@H:5]([O:14][CH2:15][CH2:16][CH3:17])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)[CH3:2].[O:19]([C:26]1[CH:36]=[CH:35][C:29]([O:30][CH2:31][CH2:32][CH2:33]Br)=[CH:28][CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH2:1]([O:3][C:4](=[O:18])[C@@H:5]([O:14][CH2:15][CH2:16][CH3:17])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:13][CH2:33][CH2:32][CH2:31][O:30][C:29]2[CH:35]=[CH:36][C:26]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:27][CH:28]=2)=[CH:11][CH:12]=1)[CH3:2]

Participants

3

Reactant 2

HCID 112552434-(3-Bromopropoxy)1-phenoxybenzeneHCID 58822755(S)-3-(4-hydroxy-phenyl)-2-propoxy-propionic acid ethyl ester

Product 1

HCID 58822857(S)-3-{4-[3-(4-phenoxy-phenoxy)-propoxy]-phenyl}-2-propoxy-propionic acid ethyl ester

Procedure

The title compound was prepared from (S)-3-(4-hydroxy-phenyl)-2-propoxy-propionic acid ethyl ester and 3-(4-phenoxy-phenoxy)-propyl bromide (Example 244) using the Standard Procedure L. The product was purified by column chromatography on silica gel using 9/1 Hexan/Ethyl acetate mixture as eluent to afford the title product. MS(ES) for C29H34O6 [M+NH4]+: 496.3

Workup

  1. customThe product was purified by column chromatography on silica gel using 9/1 Hexan/Ethyl acetate mixture as eluent

Sources & evidence

ORD record
ord-03dfefd6370e4996b6a8ec3294fea298
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

Loading…