Sodium Hydroxide → HCID 18443528, compound

HRID 459212Notes

Reaction equation

HRID 459212 reaction equation
C([O:3][C:4](=[O:17])[CH:5]([O:15][CH3:16])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][C:8]=1[Cl:14])C.[C:18]1([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][CH2:27]O)=[CH:20][CH:19]=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C.C1(C)C=CC=CC=1.[OH-].[Na+]>>[C:18]1([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:19]=[CH:20][C:21]([O:24][CH2:25][CH2:26][CH2:27][O:13][C:10]2[CH:11]=[CH:12][C:7]([CH2:6][CH:5]([O:15][CH3:16])[C:4]([OH:3])=[O:17])=[C:8]([Cl:14])[CH:9]=2)=[CH:22][CH:23]=1

Participants

5

Reactant 4

HCID 14798Sodium HydroxideHCID 283517393-(4-Phenylphenoxy)-1-propanolHCID 588230243-(2-Chloro-4-hydroxy-phenyl)-2-methoxy-propionic acid ethyl esterHCID 178459888HCID 178459888, compound

Product 1

HCID 18443528HCID 18443528, compound

Procedure

A mixture solution of 3-(2-Chloro-4-hydroxy-phenyl)-2-methoxy-propionic acid ethyl ester from Step F and 3-(Biphenyl-4-yloxy)-propan-1-ol were allowed to react under the Standard Mitsounobu coupling conditions B (DIAD/toluene) to give the corresponding coupled product which by the Standard hydrolysis procedure C (NaOH) yield the title compound. MS (ES) for C25H25ClO5 [M+NH4]+: 458.

Workup

  1. customto give the

Sources & evidence

ORD record
ord-6531f292ba034753ac12b305bfa84436
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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