Sodium Hydroxide → HCID 14595976, compound

HRID 863864Notes

Reaction equation

HRID 863864 reaction equation
Cl.[F:2][C:3]([F:31])([F:30])[C:4]1[CH:29]=[CH:28][C:7]([O:8][C@@H:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11][C@@H:10]2[CH2:18][N:19]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH3:20])=[CH:6][CH:5]=1.[OH-].[Na+]>>[F:2][C:3]([F:30])([F:31])[C:4]1[CH:29]=[CH:28][C:7]([O:8][C@@H:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11][C@@H:10]2[CH2:18][N:19]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH3:20])=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 70290830HCID 70290830, compound

Product 1

HCID 14595976HCID 14595976, compound

Procedure

Treat CIS-2,3-dihydro-1-(4-trifluoromethylphenoxy)-N-benzyl-N-methyl-1H-indene-2-methanamine hydrochloride with a sodium hydroxide solution to obtain the oily base CIS-2,3-dihydro-1-(4-trifluoromethylphenoxy)-N-benzyl-N-methyl-1H-indene-2-methanamine. Dissolve CIS-2,3-dihydro-1-(4-trifluoromethylphenoxy)-N-benzyl-N-methyl-1H-indene-2methanamine (11.9 g, 0.029M) in 150 ml of methylene chloride and to this solution add potassium carbonate (5 g). Add phenylchloroformate (5.4 g, 0.034M) dropwise and stir the mixture for 3 hours. Sequentially shake the mixture with water, dilute hydrochloric acid and then water. Dry the organic layer over magnesium sulfate. Remove the solvent and recrystallize the residue from cyclohexane to yield 8.9 g (69% yield) of the title compound [melting point =101°-102° C⟧

Sources & evidence

ORD record
ord-9f685a66731f4ec48e8614e444b8e87d
Source dataset
uspto-grants-1996_10
Patent number
US05561152

Reaction notes

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