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Sodium Hydroxide → (2S)-3-{4-[3-(4-Butoxy-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acid

HRID 459221
Notes
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Reaction equation

HRID 459221 reaction equation
C([O:3][C:4](=[O:20])[C@@H:5]([O:18][CH3:19])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16]Br)=[CH:9][CH:8]=1)C.[CH2:21]([O:25][C:26]1[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=1)[CH2:22][CH2:23][CH3:24].[OH-].[Na+]>>[CH2:21]([O:25][C:26]1[CH:27]=[CH:28][C:29]([O:32][CH2:16][CH2:15][CH2:14][O:13][C:10]2[CH:9]=[CH:8][C:7]([CH2:6][C@H:5]([O:18][CH3:19])[C:4]([OH:3])=[O:20])=[CH:12][CH:11]=2)=[CH:30][CH:31]=1)[CH2:22][CH2:23][CH3:24]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 312334-ButoxyphenolHCID 58822859(2S)-3-[4-(3-Bromopropoxy)-phenyl]-2-methoxy-propionic acid ethyl ester

Product 1

HCID 58822696(2S)-3-{4-[3-(4-Butoxy-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acid

Procedure

(2S)-3-[4-(3-Bromo-propoxy)-phenyl]-2-methoxy-propionic acid ethyl ester from Example 173, Step A was treated with 4-Butoxy-phenol under the Standard Procedure J. The compound thus obtained was allowed to react under Standard hydrolysis procedure C (NaOH) to give the title compound. MS(ES) for C23H30O6 [M+NH4]+: 420, [M+Na]+: 425, [M+H]+: 403.

Workup

  1. customThe compound thus obtained

Sources & evidence

ORD record
ord-7aea30f477b047f3ba5c1714ec5ad3f8
Source dataset
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07192982B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes