Hydrochloric Acid → HCID 178474995, compound

HRID 518752Notes

Reaction equation

HRID 518752 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:15])OC(C)(C)C)[CH2:4][CH2:3]1.[C:16](OC(=O)C)(=O)C.[ClH:23].O1CCOCC1>C(Cl)Cl>[ClH:23].[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:15])[CH3:16])[CH2:4][CH2:3]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 312751,4-DioxaneHCID 178419079HCID 178419079, compound

Product 1

HCID 178474995HCID 178474995, compoundYield 109%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl trans-4-aminocyclohexylcarbamate (500 mg, 2.333 mmol) in DCM (20 mL) was added acetic anhydride (0.231 mL, 2.450 mmol). The solution was stirred overnight at RT. After 16 hours, 4 M HCl in dioxane (2.333 mL, 9.33 mmol) was added, and the reaction was stirred at RT for 3 days. The resulting white solid was collected by vacuum filtration and dried in vacuo to generate N-(trans-4-aminocyclohexyl)acetamide hydrochloride as a white powder (0.49 g, 109% yield).

Workup

  1. waitAfter 16 hours
  2. stirringthe reaction was stirred at RT for 3 days
  3. filtrationThe resulting white solid was collected by vacuum filtration
  4. customdried in vacuo

Sources & evidence

ORD record
ord-4c4db92ca0bb426dac6db5672f5ea5ae
Source dataset
uspto-grants-2015_08
Patent number
US09115127B2

Reaction notes

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