Sodium Hydroxide → HCID 20765807, compound

HRID 1268340Notes

Reaction equation

[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[C:15](/[CH:17]=[CH:18]/[CH2:19][O:20][C:21]3[CH:26]=[CH:25][C:24]([CH2:27][C@H:28]([O:34][CH2:35][CH3:36])[C:29]([O:31]CC)=[O:30])=[CH:23][CH:22]=3)[CH:14]=[C:13]([C:37]3[CH:42]=[CH:41][C:40]([C:43]([CH3:46])([CH3:45])[CH3:44])=[CH:39][CH:38]=3)[CH:12]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:16]=[C:15](/[CH:17]=[CH:18]/[CH2:19][O:20][C:21]3[CH:26]=[CH:25][C:24]([CH2:27][C@H:28]([O:34][CH2:35][CH3:36])[C:29]([OH:31])=[O:30])=[CH:23][CH:22]=3)[CH:14]=[C:13]([C:37]3[CH:42]=[CH:41][C:40]([C:43]([CH3:44])([CH3:46])[CH3:45])=[CH:39][CH:38]=3)[CH:12]=2)=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 20765812HCID 20765812, compound

Product 1

HCID 20765807HCID 20765807, compoundYield 86%

Procedure

The title compound was prepared from (E)-(S)-ethyl 3-{4-[3-(4,4″-di-tert-butyl-[1,1′;3′,1″]terphenyl-5′-yl)-allyloxy]-phenyl}-2-ethoxy-propionate (example 121) (345 mg, 0.56 mmol) and sodium hydroxide (1M, 1.1 ml, 1.1 mmol) by a procedure analogous to that described in example 51, yielding (E)-(S)-3-{4-[3-(4,4″-di-tert-butyl-[1,1′;3′,1″]terphenyl-5′-yl)-allyloxy]-phenyl}-2-ethoxy-propionic acid (284 mg, 86%) as a colourless foam.

Sources & evidence

ORD record: ord-ed422a7f14fb48d9a0ef551149e9a323
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06555577B1

Reaction notes

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