Sodium Hydroxide → HCID 69796157, compound

HRID 984363Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5](/[C:8](/[CH3:30])=[C:9](\[CH2:28][CH3:29])/[CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C@H:19]([O:25][CH2:26][CH3:27])[C:20]([O:22]CC)=[O:21])=[CH:14][CH:13]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5](/[C:8](/[CH3:30])=[C:9](\[CH2:28][CH3:29])/[CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C@H:19]([O:25][CH2:26][CH3:27])[C:20]([OH:22])=[O:21])=[CH:14][CH:13]=2)=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 86589955HCID 86589955, compound

Product 1

HCID 69796157HCID 69796157, compoundYield 96%

Procedure

The title compound was prepared from (E)-(S)-ethyl 3-{4-[3-(4-bromophenyl)-2-ethyl-but-2-enyloxy]-phenyl}-2-ethoxy-propionate (Example 96) (0.78 g, 1.64 mmol) and sodium hydroxide (1M, 3.3 ml, 3.3 mmol) by a procedure analogous to that described in example 51, yielding (E)-(S)-3-{4-[3-(4-bromophenyl)-2-ethyl-but-2-enyloxy]-phenyl}-2-ethoxy-propionic acid (0.703 g, 96%) as a pale yellow oil, which contained a small amount of dichloromethane; 0.703 g (96%).

Sources & evidence

ORD record: ord-58c88418e28c41049893571fea2510bb
Source dataset: uspto-grants-2005_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06867218B2

Reaction notes

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