HCID 22261396, compound → 4-(Pyridin-2-yloxy)benzoic acid

HRID 1610593Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][C:8]1[CH:23]=[CH:22][C:11]([C:12]([O:14]CC2C=CC=CC=2)=[O:13])=[CH:10][CH:9]=1>C(O)C.[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][C:8]1[CH:23]=[CH:22][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=1

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of benzyl 4-(pyridin-2-yloxy)benzoate (24.8 g, 81.5 mmol) in ethanol (300 ml) was added 10% palladium/carbon (containing water by 50%) (2.0 g), and the mixture was stirred overnight under a hydrogen stream at 80° C. The reaction solution was filtered with celite and the filtrate was concentrated. The residue was recrystallized from ethanol to give the objective substance (14.1 g, 80%).

Workup

filtrationThe reaction solution was filtered with celite
concentrationthe filtrate was concentrated
customThe residue was recrystallized from ethanol
customto give the objective substance (14.1 g, 80%)

Sources & evidence

ORD record: ord-a663e07ff8fc4a8c9eeb16c6a949d0b3
Source dataset: uspto-grants-2006_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06982348B2

Reaction notes

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