Hydrochloric Acid → 2-Fluoro-2-methylcyclopentanamine hydrochloride

HRID 1408941Notes

Reaction equation

HRID 1408941 reaction equation
O1CCOCC1.[ClH:7].[F:8][C:9]1([CH3:22])[CH2:13][CH2:12][CH2:11][CH:10]1[NH:14]C(=O)OC(C)(C)C>ClCCl>[ClH:7].[F:8][C:9]1([CH3:22])[CH2:13][CH2:12][CH2:11][CH:10]1[NH2:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 68291793Tert-butyl 2-fluoro-2-methylcyclopentylcarbamate

Product 1

HCID 682920552-Fluoro-2-methylcyclopentanamine hydrochlorideYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 4 M dioxane solution of hydrogen chloride (6.30 mL, 25.2 mmol) was added to a stirred solution of tert-butyl 2-fluoro-2-methylcyclopentylcarbamate (1.0954 g, 5.04 mmol, from Step 4) in dichloromethane (4 mL) at room temperature. After 1.5 h at room temperature, the solvent was evaporated to give 2-fluoro-2-methylcyclopentanamine hydrochloride (740 mg, 96% yield).

Workup

  1. customthe solvent was evaporated

Sources & evidence

ORD record
ord-b058887c95dd4abf9aa778b1169a105c
Source dataset
uspto-grants-2014_12
Patent number
US08921368B2

Reaction notes

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