Hydrochloric Acid → Hydrochloric Acid

HRID 530851Notes

Reaction equation

HRID 530851 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][CH2:5][C:4]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=2)([C:8](O)=[O:9])[CH2:3]1.[ClH:19]>C1COCC1.O1CCOCC1>[ClH:19].[NH2:1][CH:2]1[CH2:7][CH2:6][CH2:5][C:4]([CH2:8][OH:9])([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=2)[CH2:3]1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 679836503-Amino-1-(3-fluorophenoxy)cyclohexanecarboxylic acid

Product 2

HCID 313Hydrochloric AcidHCID 67983494(3-Amino-1-(3-fluorophenoxy)cyclohexyl)methanol

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 312751,4-DioxaneSolvent

Procedure

To the solution of 3-amino-1-(3-fluorophenoxy)cyclohexanecarboxylic acid (0.2 mmol, 50.6 mg) in THF was added a solution of borane dimethylsulfide complex in THF (1 mmol, 2 M, 0.5 mL). The reaction mixture was stirred at room temperature for overnight. A solution of HCl in dioxane was added dropwise. The product, HCl salt of (3-amino-1-(3-fluorophenoxy)cyclohexyl)methanol, was obtained after removal of solvent.

Sources & evidence

ORD record
ord-1c210e8486b8446fafa42ba8805cd449
Source dataset
uspto-grants-2016_05
Patent number
US09351965B2

Reaction notes

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