Sodium Hydroxide → 4'-(3-Cyclopropylaminoethoxy)-3'-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylic acid

HRID 253507Notes

Reaction equation

HRID 253507 reaction equation
[OH-].[Na+].[CH2:3]1[CH:5]([NH:6][CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][C:19]([C:22]([O:24]CC)=[O:23])=[CH:18][CH:17]=3)=[CH:12][C:11]=2[C:27]2[CH:36]=[CH:35][C:34]3[C:33]([CH3:38])([CH3:37])[CH2:32][CH2:31][C:30]([CH3:40])([CH3:39])[C:29]=3[CH:28]=2)[CH2:4]1>O1CCCC1>[CH2:4]1[CH:5]([NH:6][CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][C:19]([C:22]([OH:24])=[O:23])=[CH:18][CH:17]=3)=[CH:12][C:11]=2[C:27]2[CH:36]=[CH:35][C:34]3[C:33]([CH3:38])([CH3:37])[CH2:32][CH2:31][C:30]([CH3:40])([CH3:39])[C:29]=3[CH:28]=2)[CH2:3]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11156509Ethyl 4'-(2-cyclopropylaminoethoxy)-3'-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylate

Product 1

HCID 114203054'-(3-Cyclopropylaminoethoxy)-3'-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylic acidYield 75.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a manner similar to that of Example 2a, by reaction of 270 mg (6.75 mmol) of sodium hydroxide with 340 mg (0.66 mmol) of ethyl 4′-(3-cyclopropylaminoethoxy)-3′-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylate (Example 19b) in 30 ml of tetrahydrofuran. 240 mg of 4′-(3-cyclopropylaminoethoxy)-3′-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylic acid are obtained in the form of a white solid (m.p.=233° C., yield=75%).

Sources & evidence

ORD record
ord-fb41690c9c4249f2b02c3101caf525a0
Source dataset
uspto-grants-2011_01
Patent number
US07872026B2

Reaction notes

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