Sodium Hydroxide → HCID 46928889, compound

HRID 417015Notes

Reaction equation

C([O:3][C:4](=[O:49])[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:27]=[C:26]([O:28][CH2:29][CH3:30])[CH:25]=[C:24]([C:31]3[CH:41]=[CH:40][C:34]4[O:35][C:36]([F:39])([F:38])[O:37][C:33]=4[CH:32]=3)[CH:23]=2)[C:10]=1[CH2:42][CH2:43][C:44]([O:46]CC)=[O:45])C.[OH-].[Na+]>>[C:44]([CH2:43][CH2:42][C:10]1[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:27]=[C:26]([O:28][CH2:29][CH3:30])[CH:25]=[C:24]([C:31]3[CH:41]=[CH:40][C:34]4[O:35][C:36]([F:39])([F:38])[O:37][C:33]=4[CH:32]=3)[CH:23]=2)=[CH:12][CH:13]=[CH:14][C:9]=1[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:49])=[O:3])([OH:46])=[O:45]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 59496838HCID 59496838, compound

Product 1

HCID 46928889HCID 46928889, compoundYield 72%

Procedure

A similar procedure as described in Example 43, step 5 was used, starting from 4-[3-{6-[3-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-5-ethoxy-phenoxy)-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (395 mg, 0.58 mmol) and 1.0 N aqueous sodium hydroxide (5.8 mL) to afford 4-(2-(2-carboxy-ethyl)-3-{6-[3-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-5-ethoxy-phenoxy]-hexyl}-phenoxy)-butyric acid (260 mg, 72%) as a light yellow solid: ES(+)-HRMS m/e calcd for C34H38F2O9 (M+Na)+ 651.2376. found 651.2381.

Sources & evidence

ORD record: ord-e9b88ac862cc49259d776faca55cc1a6
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088936B2

Reaction notes

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