Sodium Hydroxide → HCID 69796728, compound

HRID 1268317Notes

Reaction equation

[CH2:1]([O:3][C@@H:4]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18]/[CH:19]=[C:20](/[C:22]2[CH:27]=[CH:26][C:25]([C:28]3[CH:33]=[CH:32][C:31]([CH:34]([CH3:36])[CH3:35])=[CH:30][CH:29]=3)=[CH:24][CH:23]=2)\[CH3:21])=[CH:13][CH:12]=1)[C:5]([O:7]CC)=[O:6])[CH3:2].[OH-].[Na+]>>[CH2:1]([O:3][C@@H:4]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18]/[CH:19]=[C:20](/[C:22]2[CH:23]=[CH:24][C:25]([C:28]3[CH:33]=[CH:32][C:31]([CH:34]([CH3:35])[CH3:36])=[CH:30][CH:29]=3)=[CH:26][CH:27]=2)\[CH3:21])=[CH:13][CH:12]=1)[C:5]([OH:7])=[O:6])[CH3:2]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 86589957HCID 86589957, compound

Product 1

HCID 69796728HCID 69796728, compoundYield 100.8%

Procedure

The title compound was prepared from (E)-(S)-ethyl 2-ethoxy-3-{4-[3-(4′-isopropyl-biphenyl-4-yl)-but-2-enyloxy]-phenyl}-propionate (Example 103) (400 mg, 0.822 mmol) and sodium hydroxide (1M, 3.29 ml, 3.29 mmol) by a procedure analogous to that described in example 51, yielding (E)-(S)-2-ethoxy-3-{4-[3-(4′-isopropyl-biphenyl-4-yl)-but-2-enyloxy]-phenyl}-propionic acid (380 mg, 100%) as a beige coloured solid.

Sources & evidence

ORD record: ord-3b62176b69764dafaf69dde53ccb0a12
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06555577B1

Reaction notes

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