Hydrochloric Acid → 4'-(Methoxymethyl)biphenyl-4-carboxylic acid

HRID 1519669Notes

Reaction equation

C(O)C.[OH-].[Na+].[CH3:6][O:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([O:23]CC)=[O:22])=[CH:17][CH:16]=2)=[CH:11][CH:10]=1.Cl>O.C1COCC1>[CH3:6][O:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([OH:23])=[O:22])=[CH:17][CH:16]=2)=[CH:13][CH:14]=1

Participants

Conditions

Temperature: 80 °C

Procedure

Ethanol (20 mL) and a 2.0 mol/L aqueous solution (10 mL) of sodium hydroxide were added to a THF (20 mL) solution of ethyl 4′-(methoxymethyl)biphenyl-4-carboxylate (3.5 g) as obtained in Example 3-(2), and the mixture was stirred for 1 hour at 80° C. Water was added to the reaction mixture, and the mixture was neutralized with an aqueous solution of hydrochloric acid. Then, the precipitate was collected by filtration to obtain 4′-(methoxymethyl)biphenyl-4-carboxylic acid (gray solid) (3.0 g, 96%).

Workup

customas obtained in Example 3-(2)
filtrationThen, the precipitate was collected by filtration

Sources & evidence

ORD record: ord-d87fe8d4f4bc4b7a967440c6c3ec06d2
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09073821B2

Reaction notes

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