Hydrochloric Acid → N,3,3-trimethyl-1-butanamine hydrochloride

HRID 623752Notes

Reaction equation

HRID 623752 reaction equation
[ClH:1].[CH3:2][C:3]([CH3:16])([CH3:15])[CH2:4][CH2:5][N:6](C)[C:7](=O)OC(C)(C)C>O1CCOCC1>[ClH:1].[CH3:7][NH:6][CH2:5][CH2:4][C:3]([CH3:16])([CH3:15])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21027185HCID 21027185, compound

Product 1

HCID 25049771N,3,3-trimethyl-1-butanamine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

4 M HCl in dioxane (4.05 mL, 16.2 mmol) was added dropwise to a solution of tert-butyl 3,3-dimethylbutyl(methyl)carbamate (436 mg, 1.62 mmol) in dry dioxane (4 mL) under a N2 atmosphere. The mixture was stirred at room temperature for 3 d. The mixture was evaporated to dryness, co-evaporated with DCM (15 mL) and the residue was stirred in Et2O for 30 min. The solids were filtered off, rinsed with Et2O and dried on air to yield AMN-38 (222 mg, 72%) as a white solid.

Workup

  1. customThe mixture was evaporated to dryness, co-evaporated with DCM (15 mL)
  2. stirringthe residue was stirred in Et2O for 30 min
  3. filtrationThe solids were filtered off
  4. washrinsed with Et2O
  5. customdried on air
  6. customto yield AMN-38 (222 mg, 72%) as a white solid

Sources & evidence

ORD record
ord-5b9d4d3658c94cafad652821612ffc9f
Source dataset
uspto-grants-2016_04
Patent number
US09302988B2

Reaction notes

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