Sodium Hydroxide → HCID 46928986, compound

HRID 417022Notes

Reaction equation

C([O:3][C:4](=[O:52])[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][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH:25]=[C:24]([C:36]3[CH:44]=[CH:43][C:39]4[O:40][CH2:41][O:42][C:38]=4[CH:37]=3)[CH:23]=2)[C:10]=1[CH2:45][CH2:46][C:47]([O:49]CC)=[O:48])C.[OH-].[Na+]>>[O:40]1[C:39]2[CH:43]=[CH:44][C:36]([C:24]3[CH:23]=[C:22]([CH:27]=[C:26]([O:28][CH2:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[CH:25]=3)[O:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][C:11]3[C:10]([CH2:45][CH2:46][C:47]([OH:49])=[O:48])=[C:9]([CH:14]=[CH:13][CH:12]=3)[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:52])=[O:3])=[CH:37][C:38]=2[O:42][CH2:41]1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 59496847HCID 59496847, compound

Product 1

HCID 46928986HCID 46928986, compoundYield 46%

Procedure

A similar procedure as described in Example 43, step 5 was used, starting from 4-[3-[6-(3-benzo[1,3]dioxol-5-yl-5-benzyloxy-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (254 mg, 0.36 mmol) and 1.0 N aqueous sodium hydroxide (5 mL) to afford 4-[3-[6-(3-benzo[1,3]dioxol-5-yl-5-benzyloxy-phenoxy)-hexyl]-2-(2-carboxy-ethyl)-phenoxy]-butyric acid (107 mg, 46%) as an amorphous off-white solid: ES(+)-HRMS m/e calcd for C39H42O9 (M+Na)+ 677.2721. found 677.2718.

Sources & evidence

ORD record: ord-dbc4385edcc440bf95949d5eb960c612
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088936B2

Reaction notes

Loading…