Sodium Hydroxide → HCID 46928780, compound

HRID 417003Notes

Reaction equation

C([O:3][C:4](=[O:46])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:23]=[C:24]([C:31]3[CH:36]=[CH:35][C:34]([F:37])=[C:33]([F:38])[CH:32]=3)[CH:25]=[C:26]([O:28][CH2:29][CH3:30])[CH:27]=2)[C:10]=1[CH2:39][CH2:40][C:41]([O:43]CC)=[O:42])C.[OH-].[Na+]>>[C:41]([CH2:40][CH2:39][C:10]1[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:23]=[C:24]([C:31]3[CH:36]=[CH:35][C:34]([F:37])=[C:33]([F:38])[CH:32]=3)[CH:25]=[C:26]([O:28][CH2:29][CH3:30])[CH:27]=2)=[CH:12][CH:13]=[CH:14][C:9]=1[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:46])=[O:3])([OH:43])=[O:42]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 59496821HCID 59496821, compound

Product 1

HCID 46928780HCID 46928780, compoundYield 99.2%

Procedure

A similar procedure as described in Example 43, step 5 was used, starting from 4-[2-(2-ethoxycarbonyl-ethyl)-3-[6-(3′,4′-difluoro-5-ethoxy-biphenyl-3-yloxy)-hexyl]-phenoxy]-butyric acid ethyl ester (65 mg, 0.1 mmol) and 1.0 N aqueous sodium hydroxide (1.0 mL) to afford 4-[2-(2-carboxy-ethyl)-3-[6-(3′,4′-difluoro-5-ethoxy-biphenyl-3-yloxy)-hexyl]-phenoxy]-butyric acid (58 mg, 98%) as a light brown waxy solid: ES(+)-HRMS m/e calcd for C33H38F2O7 (M+Na)+ 607.2478. found 607.2481.

Sources & evidence

ORD record: ord-3d79c5a3ee8e47678dddb39bafe5485a
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088936B2

Reaction notes

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