Hydrochloric Acid → Hydrochloric Acid

HRID 1850162Notes

Reaction equation

HRID 1850162 reaction equation
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([C@@H:13]([NH:15]C(=O)OC(C)(C)C)[CH3:14])[CH:10]=[CH:11][CH:12]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.O1CCOCC1.[ClH:29]>>[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([C@@H:13]([NH2:15])[CH3:14])[CH:10]=[CH:11][CH:12]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:29]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86730193HCID 86730193, compound

Product 2

HCID 313Hydrochloric AcidHCID 30070478HCID 30070478, compound

Procedure

(S)-tert-butyl 1-(3-(cyclopentyloxy)phenyl)ethylcarbamate (75.1 mg, 0.246 mmol) was dissolved in 4M HCl in dioxane (1 ml, 4.00 mmol) and the resulting mixture was allowed to sit for 1 hour, then concentrated to yield (S)-1-(3-(cyclopentyloxy)phenyl)ethanamine as an HCl salt (yield assumed quantitative). LCMS m/z 206.1 (M+H)+, Rt 0.61 min.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-4e2f0ab28c2a4260bade255746982027
Source dataset
uspto-grants-2015_02
Patent number
US08957068B2

Reaction notes

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