Hydrochloric Acid → 2-(1-Aminocyclopentyl)acetic acid hydrochloride

HRID 333319Notes

Reaction equation

HRID 333319 reaction equation
C(OC([NH:8][C:9]1([CH2:14][C:15]([O:17]CC2C=CC=CC=2)=[O:16])[CH2:13][CH2:12][CH2:11][CH2:10]1)=O)(C)(C)C.[ClH:25].O1CCOCC1>>[ClH:25].[NH2:8][C:9]1([CH2:14][C:15]([OH:17])=[O:16])[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 68753509Benzyl 2-(1-(tert-butoxycarbonylamino)cyclopentyl)acetate

Product 1

HCID 162124922-(1-Aminocyclopentyl)acetic acid hydrochloride

Procedure

A mixture of benzyl 2-(1-(tert-butoxycarbonylamino)cyclopentyl)acetate (82 mg, 0.246 mmol) and HCl in 1,4-dioxane (1230 μl, 4.92 mmol) was allowed to stir for 1 hour. The reaction mixture was concentrated to give 2-(1-aminocyclopentyl)acetate hydrochloride (66 mg); 1H NMR (400 MHz, CDCl3) δ ppm 1.65-1.68 (m, 4H) 1.98-2.08 (m, 2H) 2.19-2.26 (m, 2H) 2.94 (s, 2H) 5.17 (s, 2H) 7.31-7.39 (m, 5H) 8.65 (br s, 3H).

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-348d42cde86f4983ad777ba839fce918
Source dataset
uspto-grants-2014_11
Patent number
US08877815B2

Reaction notes

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