Sodium Hydroxide → HCID 69797388, compound

HRID 1268333Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4](/[C:9](/[CH3:29])=[CH:10]/[CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C@H:20]([O:26][CH2:27][CH3:28])[C:21]([O:23]CC)=[O:22])=[CH:15][CH:14]=2)[CH:5]=[C:6]([Br:8])[CH:7]=1.[OH-].[Na+]>>[Br:1][C:2]1[CH:3]=[C:4](/[C:9](/[CH3:29])=[CH:10]/[CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C@H:20]([O:26][CH2:27][CH3:28])[C:21]([OH:23])=[O:22])=[CH:15][CH:14]=2)[CH:5]=[C:6]([Br:8])[CH:7]=1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 86589961HCID 86589961, compound

Product 1

HCID 69797388HCID 69797388, compoundYield 98%

Procedure

The title compound was prepared from (E)-(S)-ethyl 3-{4-[3-(3,5-dibromophenyl)-but-2-enyloxy]-phenyl}-2-ethoxy-propionate (example 117) (840 mg, 1.60 mmol) and sodium hydroxide (1M, 16 ml, 16 mmol) by a procedure analogous to that described in example 51, yielding (E)-(S)-3-{4-[3-(3,5-dibromophenyl)-but-2-enyloxy]-phenyl}-2-ethoxy-propionic acid (781 mg, 98%) as a colourless gum.

Sources & evidence

ORD record: ord-29e849f9e9b3402aafb440c40a4ef66a
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06555577B1

Reaction notes

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