Lithium Hydroxide → HCID 59626030, compound

HRID 506244Notes

Reaction equation

[OH-].[Li+].[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:11][C:12]3[C:13](=[C:15]([C:19]([O:21]C)=[O:20])[CH:16]=[CH:17][CH:18]=3)[N:14]=2)=[CH:6][CH:5]=1>>[F:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[O:11][C:12]3[C:13](=[C:15]([C:19]([OH:21])=[O:20])[CH:16]=[CH:17][CH:18]=3)[N:14]=2)=[CH:8][CH:9]=1

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 59626027Methyl 2-(4-fluorophenyl)benzoxazole-4-carboxylate

Product 1

HCID 59626030HCID 59626030, compoundYield 60%

Procedure

2-(4-Fluorophenyl)benzoxazole-4-carboxylic acid was prepared via the lithium hydroxide mediated hydrolysis of methyl 2-(4-fluorophenyl)benzoxazole-4-carboxylate as described in Step B of Example 14. This material was obtained in 60% yield as a white solid: 1H NMR (500 MHz, CDCl3) δ 8.32 (dd, J=14.9, 11.8 Hz, 2H), 8.17 (d, J=13.1 Hz, 1H), 7.83 (d, J=13.6 Hz, 1H), 7.53 (t, J=13.4 Hz, 1H), 7.29 (m, 2H). MS (ESI) m/z 258 [M+H]+

Workup

customThis material was obtained in 60% yield as a white solid

Sources & evidence

ORD record: ord-28758f0c461847b8b0318f22d66f0e2a
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07781430B2

Reaction notes

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