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

HRID 253490Notes

Reaction equation

HRID 253490 reaction equation
[OH-].[Na+].[CH2:3]([NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][C:21]([C:24]([O:26]CC)=[O:25])=[CH:20][CH:19]=2)=[CH:14][C:13]=1[C:29]1[CH:38]=[CH:37][C:36]2[C:35]([CH3:40])([CH3:39])[CH2:34][CH2:33][C:32]([CH3:42])([CH3:41])[C:31]=2[CH:30]=1)[CH2:4][CH2:5][CH3:6]>O1CCCC1>[CH2:3]([NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][C:21]([C:24]([OH:26])=[O:25])=[CH:20][CH:19]=2)=[CH:14][C:13]=1[C:29]1[CH:38]=[CH:37][C:36]2[C:35]([CH3:40])([CH3:39])[CH2:34][CH2:33][C:32]([CH3:41])([CH3:42])[C:31]=2[CH:30]=1)[CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11330179Ethyl 4'-(3-butylaminopropoxy)-3'-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylate

Product 1

HCID 114550684'-(3-Butylaminopropoxy)-3'-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylic acidYield 19.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a manner similar to that of Example 2a, by reaction of 410 mg (10 mmol) of sodium hydroxide with 360 mg (0.7 mmol) of ethyl 4′-(3-butylaminopropoxy)-3′-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)biphenyl-4-carboxylate (Example 5a) in 30 ml of tetrahydrofuran. 70 mg of 4′-(3-butylaminopropoxy)-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.=238° C., yield=20%).

Sources & evidence

ORD record
ord-b02452fc04ad47be859c2921a540417b
Source dataset
uspto-grants-2011_01
Patent number
US07872026B2

Reaction notes

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