Sodium Hydroxide → HCID 69796282, compound

HRID 1268330Notes

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][CH:31]=[C:30]([O:34][CH3:35])[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:12]=[CH:13][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][CH:31]=[C:30]([O:34][CH3:35])[CH:29]=3)=[CH:26][CH:27]=2)\[CH3:21])=[CH:15][CH:16]=1)[C:5]([OH:7])=[O:6])[CH3:2]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 20765810HCID 20765810, compound

Product 1

HCID 69796282HCID 69796282, compoundYield 85%

Procedure

The title compound was prepared from (E)-(S)-ethyl 2-ethoxy-3-{4-[3-(3′-methoxy-biphenyl-4-yl)-but-2-enyloxy]-phenyl}-propionate (example 113) (230 mg, 0.49 mmol) and sodium hydroxide (1M, 0.97 ml, 0.97 mmol) by a procedure analogous to that described in example 51, yielding (E)-(S)-2-ethoxy-3-{4-[3-(3′-methoxy-biphenyl-4-yl)-but-2-enyloxy]-phenyl}propionic acid (183 mg, 85%) as a colourless solid.

Sources & evidence

ORD record: ord-e3dc6b8995f544aeb9ee427caacb381d
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06555577B1

Reaction notes

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