Hydrochloric Acid → Methyl 3-aminocyclohexane-1-carboxylate

HRID 530871Notes

Reaction equation

HRID 530871 reaction equation
C(OC([NH:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH:11]([C:15]([O:17][CH3:18])=[O:16])[CH2:10]1)=O)(C)(C)C.Cl.CO>O1CCOCC1>[NH2:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH:11]([C:15]([O:17][CH3:18])=[O:16])[CH2:10]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 59453914Methyl 3-(tert-butoxycarbonylamino)cyclohexanecarboxylate

Product 1

HCID 13216966Methyl 3-aminocyclohexane-1-carboxylate

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

In a flask, methyl 3-(tert-butoxycarbonylamino)cyclohexanecarboxylate (5.13 g, 19.94 nmol) in 1,4-dioxane (15 ml) was reacted with hydrochloric acid in dioxane (4M) (15 mL). Methanol (2 mL) was added to aid in solubility. The reaction was stirred at room temperature for 1 hour. Upon completion the reaction was concentrated, and the crude (3.86 g) was progressed to the next step without further purification.

Workup

  1. concentrationUpon completion the reaction was concentrated
  2. customthe crude (3.86 g) was progressed to the next step without further purification

Sources & evidence

ORD record
ord-ba9c3c9dc6bf4702a9729a199abefd56
Source dataset
uspto-grants-2016_05
Patent number
US09351965B2

Reaction notes

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