Sodium Hydroxide → 4-(1-Cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydroquinolin-6-yl-ethynyl)-benzoic Acid

HRID 51701

Reaction equation

HRID 51701 reaction equation
C([O:3][C:4](=[O:28])[C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[N:19]([CH:23]2[CH2:25][CH2:24]2)[CH2:18][CH2:17][C:16]3([CH3:27])[CH3:26])=[CH:7][CH:6]=1)C.[OH-].[Na+]>C(O)C>[CH:23]1([N:19]2[C:20]3[C:15](=[CH:14][C:13]([C:12]#[C:11][C:8]4[CH:7]=[CH:6][C:5]([C:4]([OH:28])=[O:3])=[CH:10][CH:9]=4)=[CH:22][CH:21]=3)[C:16]([CH3:27])([CH3:26])[CH2:17][CH2:18]2)[CH2:24][CH2:25]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 695488784-(1-Cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-6-yl-ethynyl)-benzoic acid ethyl ester2×

Product 1

HCID 98411254-(1-Cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydroquinolin-6-yl-ethynyl)-benzoic Acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following general procedure L and using 4-(1-cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-6-ylethynyl)-benzoic acid ethyl ester (Compound 61, 0.05 g, 0.13 mmol), 5 mL of ethanol and 5M sodium hydroxide solution (2 mL) followed by recrystallization from hot ethyl acetate, the title compound was obtained as a solid (0.030 g, 64%).

Workup

  1. customfollowed by recrystallization from hot ethyl acetate

Sources & evidence

ORD record
ord-46ecab6043824485af000cbf01098c3c
Source dataset
uspto-grants-2004_03
Patent number
US06713647B2

Linked notes

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