Methanol → 4-(2-Quinolin-2-yl-ethyl)-benzoic acid

HRID 33865

Reaction equation

HRID 33865 reaction equation
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]=2)=[CH:6][CH:5]=1.CO.[OH-].[Na+]>C1COCC1>[N:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:20]=[CH:21][C:12]=1[CH2:11][CH2:10][C:7]1[CH:6]=[CH:5][C:4]([C:3]([OH:22])=[O:2])=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 685758694-(2-Quinolin-2-yl-ethyl)-benzoic acid methyl ester

Product 1

HCID 685763074-(2-Quinolin-2-yl-ethyl)-benzoic acidYield 86%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-(2-Quinolin-2-yl-ethyl)-benzoic acid methyl ester (680 mg) in THF (11 ml)/methanol (3 ml) was added 1N sodium hydroxide solution (4.67 ml). The reaction mixture stirred for 4 h. and the pH adjusted to 3. The white solid was filtered to provide the title compound (550 mg, 86%). MS: (M+H m/z=278.1).

Workup

  1. filtrationThe white solid was filtered

Sources & evidence

ORD record
ord-0cc8621753b5413c8299f25a9bc3a651
Source dataset
uspto-grants-2008_09
Patent number
US07429665B2

Linked notes

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