Hydrochloric Acid → Hydrochloric Acid

HRID 1850164Notes

Reaction equation

HRID 1850164 reaction equation
[CH:1]1([O:7][C:8]2[CH:9]=[C:10]([C@@H:14]([NH:16]C(=O)OC(C)(C)C)[CH3:15])[CH:11]=[CH:12][CH:13]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O1CCOCC1.[ClH:30]>>[CH:1]1([O:7][C:8]2[CH:9]=[C:10]([C@@H:14]([NH2:16])[CH3:15])[CH:11]=[CH:12][CH:13]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:30]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86730194HCID 86730194, compound

Product 2

HCID 313Hydrochloric AcidHCID 28738821(S)-1-(3-(cyclohexyloxy)phenyl)ethanamine

Procedure

(S)-tert-butyl 1-(3-(cyclohexyloxy)phenyl)ethylcarbamate (74.1 mg, 0.232 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-(cyclohexyloxy)phenyl)ethanamine as an HCl salt (yield assumed quantitative). LCMS m/z 220.1 (M+H)+, Rt 0.66 min.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-40f6dc36ff1a4b23ad4329b3a4a57583
Source dataset
uspto-grants-2015_02
Patent number
US08957068B2

Reaction notes

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