Sodium Hydroxide → HCID 3730311, compound

HRID 2373860Notes

Reaction equation

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

Participants

Conditions

Temperature: 0 °C

Procedure

To aq. NaOH (3.2 g, 80 mmol) was added silver nitrate (3.4 g, 40 mmol) and stirred for 10 min., then the mixture was cooled to 0° C. and the above aldehyde (4.62 g, 17 mmol) was added. The mixture was stirred overnight, then filtrate through celite. The filtrate was collected and acidified with conc. HCl. The solid was collected by filtration and dried under vacuum to give 4-(5-trifluoromethyl-pyridin-2-yloxy)-benzoic acid. (3.5 g)

Workup

stirringThe mixture was stirred overnight
customThe filtrate was collected
filtrationThe solid was collected by filtration
customdried under vacuum

Sources & evidence

ORD record: ord-56dbedb3370f41c3a4f0fa4d71cea5b6
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07459472B2

Reaction notes

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