Trifluoroacetic acid → cis-3-Amino-cyclopentanol trifluoroacetate

HRID 245887Notes

Reaction equation

HRID 245887 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:12][CH2:11][C@@H:10]([OH:13])[CH2:9]1)(C)(C)C.[F:15][C:16]([F:21])([F:20])[C:17]([OH:19])=[O:18]>ClCCl>[F:15][C:16]([F:21])([F:20])[C:17]([OH:19])=[O:18].[NH2:7][C@@H:8]1[CH2:12][CH2:11][C@H:10]([OH:13])[CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 216370811,1-Dimethylethyl N-((1S,3R)-3-hydroxycyclopentyl)carbamate

Product 1

HCID 71280026cis-3-Amino-cyclopentanol trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a round-bottomed flask, (cis-3-hydroxy-cyclopentyl)-carbamic acid tert-butyl ester (320 mg, 1.59 mmol) was dissolved in dichloromethane (10 ml) and trifluoroacetic acid (3.6 ml, 46.7 mmol) was slowly added. The reaction mixture was stirred at room temperature for 2 h then concentrated to afford cis-3-amino-cyclopentanol trifluoroacetate as a light yellow oil which was used without further purification.

Workup

  1. concentrationthen concentrated

Sources & evidence

ORD record
ord-d8540ac81c3649f481372c1927db38fe
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Reaction notes

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